(3R,4S,5R,6R)-3,4,5-Tris(trimethylsilyloxy)-6-(trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one
- CasNo:32384-65-9
Product Description
Reputable factory supply (3R,4S,5R,6R)-3,4,5-Tris(trimethylsilyloxy)-6-(trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one 32384-65-9 in bulk at low price
- Molecular Formula: C18H42O6Si4
- Molecular Weight: 466.87
- Boiling Point: 417℃
- Flash Point: 171℃
- PSA： 63.22000
- Density: 0.97
- LogP: 4.42360
32384-65-9 Relevant articles
SYNTHETIC ROUTES TO HIGHER-CARBON SUGARS. REACTION OF LACTONES WITH 2-LITHIO-1,3-DITHIANE
Horton, Derek,Priebe, Waldemar
, p. 27 - 42 (1981)
The per(trimethylsilyl) ether of D-gluco...
Synthesis of unlabelled and stable-isotope–labelled glucuronide metabolites of dapagliflozin and synthesis of stable-isotope–labelled dapagliflozin
Cao, Kai,Brailsford, John A.,Yao, Ming,Caceres-Cortes, Janet,Espina, Robert,Bonacorsi, Samuel J.
, p. 150 - 159 (2017)
Two regioisomeric glucuronide metabolite...
Synthesis method and application of 1-methyl glucose
-
Paragraph 0024-0028, (2021/01/29)
The invention discloses a synthesis meth...
Preparation method and preparation of C-glycoside derivative
-
Paragraph 0040, (2021/07/01)
The invention relates to a preparation m...
Telescoped lithiation, C-arylation and methoxylation in flow-batch hybrid toward the synthesis of canagliflozin
Hone, Christopher A.,Oliver Kappe, C.,Polterauer, Dominik,Williams, Jason D.
supporting information, (2021/09/22)
We report a highly efficient three-step ...
Method for synthesizing diabetes medicine by D - gluconic acid - δ δ-lactone
-
Paragraph 0044-0048; 0066-0069; 0083-0086; 0100-0103; ..., (2021/11/10)
The invention discloses a method for syn...
32384-65-9 Process route
-
-
999-97-3
1,1,1,3,3,3-hexamethyl-disilazane
-
-
90-80-2,1335-57-5,4253-68-3
D-Glucono-1,5-lactone
-
-
32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
|
With
N-methylimidazolium hexafluorophosphate;
at 0 - 5 ℃;
for 12h;
Reagent/catalyst;
Temperature;
Inert atmosphere;
|
95.9%
|
|
With
iodine;
In
dichloromethane;
at 15 - 30 ℃;
for 4h;
Reagent/catalyst;
Solvent;
Temperature;
|
85%
|
|
With
iodine;
In
dichloromethane;
Reflux;
|
25 g
|
-
-
75-77-4
chloro-trimethyl-silane
-
-
90-80-2,1335-57-5,4253-68-3
D-Glucono-1,5-lactone
-
-
32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
|
With
4-methyl-morpholine; dmap;
In
tetrahydrofuran;
at 13 - 22 ℃;
for 2.33333h;
|
100%
|
|
With
4-methyl-morpholine;
dmap;
In
tetrahydrofuran;
at 13 - 22 ℃;
for 2.33333h;
Industry scale;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran; cyclohexane;
at -5 - 25 ℃;
for 17h;
Solvent;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
for 10h;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 6h;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
Time;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
Inert atmosphere;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -10 - 35 ℃;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
for 10h;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -10 - 40 ℃;
for 6.5h;
Inert atmosphere;
|
100%
|
|
D-Glucono-1,5-lactone;
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 ℃;
Large scale;
chloro-trimethyl-silane;
In
tetrahydrofuran;
for 17h;
Large scale;
|
100%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 35 ℃;
|
99%
|
|
With
4-methyl-morpholine; dmap;
In
tetrahydrofuran;
at 15 - 40 ℃;
Temperature;
Large scale;
|
99.1%
|
|
With
triethylamine;
In
tetrahydrofuran;
at 30 ℃;
Cooling with ice;
|
97%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 5.25h;
|
96.45%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 25 ℃;
Inert atmosphere;
|
94.1%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 25 ℃;
for 17h;
Solvent;
Temperature;
Time;
Inert atmosphere;
Large scale;
|
94.1%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 35 ℃;
|
93%
|
|
With
4-methyl-morpholine;
at -10 - 20 ℃;
|
93%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
Inert atmosphere;
Large scale;
|
92%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 16h;
|
92.4%
|
|
D-Glucono-1,5-lactone;
With
pyridine;
In
dichloromethane;
at -20 ℃;
Inert atmosphere;
Large scale;
chloro-trimethyl-silane;
In
dichloromethane;
at 10 ℃;
for 7h;
Reagent/catalyst;
Solvent;
Large scale;
|
92%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
|
91%
|
|
In
tetrahydrofuran; N-nethylmorpholine;
at 50 ℃;
for 6h;
Inert atmosphere;
|
91.6%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
for 20h;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 25 ℃;
for 17h;
Autoclave;
|
90%
|
|
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
Inert atmosphere;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
Inert atmosphere;
|
90%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
|
89%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -20 ℃;
Inert atmosphere;
|
83.2%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 20 ℃;
for 17.5h;
|
83.2%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran; toluene;
|
80%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 20 ℃;
for 22h;
|
65%
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 35 ℃;
for 5h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -10 - 40 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 6h;
|
|
|
With
4-methyl-morpholine;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
for 6h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 20 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
chloro-trimethyl-silane; D-Glucono-1,5-lactone;
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
With
water;
In
tetrahydrofuran; toluene;
at 10 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
for 20h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
Inert atmosphere;
|
|
|
With
4-methyl-morpholine;
dmap;
In
tetrahydrofuran;
at 13 - 22 ℃;
for 2.33333h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran; water; toluene;
at 0 - 40 ℃;
for 4h;
Product distribution / selectivity;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 35 ℃;
|
|
|
With
4-methyl-morpholine;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 5 - 35 ℃;
for 5.75h;
Large scale reaction;
|
98 %Chromat.
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -7 - 20 ℃;
|
30 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 5h;
Inert atmosphere;
|
593.2 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 35 ℃;
for 15h;
Inert atmosphere;
|
593.2 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -10 - 30 ℃;
|
70 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 30 - 40 ℃;
for 2h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 50 ℃;
for 12.3333h;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -20 - 50 ℃;
Large scale;
|
2.5 kg
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -5 - 30 ℃;
Large scale;
|
9.5 kg
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 20h;
Inert atmosphere;
|
240 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at -10 - 35 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 50 ℃;
for 12h;
|
66.25 g
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 20h;
|
29.8 g
|
|
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
at 0 - 35 ℃;
|
|
|
With
4-methyl-morpholine;
In
tetrahydrofuran;
at 20 ℃;
|
|
|
With
4-methyl-morpholine; dmap;
In
tetrahydrofuran; water;
at 0 - 20 ℃;
for 2.66667h;
Temperature;
|
32384-65-9 Upstream products
-
18156-74-6
1-(Trimethylsilyl)imidazole
-
90-80-2
D-Glucono-1,5-lactone
-
75-77-4
chloro-trimethyl-silane
-
999-97-3
1,1,1,3,3,3-hexamethyl-disilazane
32384-65-9 Downstream products
-
1000878-02-3
C14 H20 O6
-
879545-39-8
O-methylglucoside
-
864070-37-1
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
-
461432-24-6
(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol