Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(S)-2-0xopyrolidin-3-yl)propanoate (SM1)
- CasNo:328086-60-8
Product Description
Manufacturer supply Methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(S)-2-0xopyrolidin-3-yl)propanoate (SM1) 328086-60-8 with sufficient stock and high standard
- Molecular Formula: C13H22N2O5
- Molecular Weight: 286.328
- Melting Point: 110-114°C
- Boiling Point: 471.5±20.0 °C(Predicted)
- PKA: 10.97±0.46(Predicted)
- Density: 1.142±0.06 g/cm3(Predicted)
328086-60-8 Relevant articles
Improved Synthesis of a Cyclic Glutamine Analogue Used in Antiviral Agents Targeting 3C and 3CL Proteases including SARS-CoV-2 Mpro
Vuong, Wayne,Vederas, John C.
, p. 13104 - 13110 (2021)
An intermediate in the synthesis of nume...
Design, synthesis, and biological evaluation of peptidomimetic aldehydes as broad-spectrum inhibitors against enterovirus and sars-cov-2
Dai, Wenhao,Jochmans, Dirk,Xie, Hang,Yang, Hang,Li, Jian,Su, Haixia,Chang, Di,Wang, Jiang,Peng, Jingjing,Zhu, Lili,Nian, Yong,Hilgenfeld, Rolf,Jiang, Hualiang,Chen, Kaixian,Zhang, Leike,Xu, Yechun,Neyts, Johan,Liu, Hong
, p. 2794 - 2808 (2021/05/06)
A novel series of peptidomimetic aldehyd...
KETOAMIDE COMPOUND AND PREPARATION METHOD, PHARMACEUTICAL COMPOSITION, AND USE THEREOF
-
Paragraph 0098; 0100, (2021/06/21)
A ketoamide compound and a preparation m...
ANTIVIRAL COMPOUNDS FOR THE TREATMENT OF CORONAVIRUS, PICORNAVIRUS AND NOROVIRUS INFECTIONS
-
Paragraph 0165; 0167, (2021/12/31)
Provided herein are compounds of Formula...
A Quick Route to Multiple Highly Potent SARS-CoV-2 Main Protease Inhibitors**
Yang, Kai S.,Ma, Xinyu R.,Ma, Yuying,Alugubelli, Yugendar R.,Scott, Danielle A.,Vatansever, Erol C.,Drelich, Aleksandra K.,Sankaran, Banumathi,Geng, Zhi Z.,Blankenship, Lauren R.,Ward, Hannah E.,Sheng, Yan J.,Hsu, Jason C.,Kratch, Kaci C.,Zhao, Baoyu,Hayatshahi, Hamed S.,Liu, Jin,Li, Pingwei,Fierke, Carol A.,Tseng, Chien-Te K.,Xu, Shiqing,Liu, Wenshe Ray
supporting information, p. 942 - 948 (2020/12/15)
The COVID-19 pathogen, SARS-CoV-2, requi...
328086-60-8 Process route
-
-
328086-57-3
(2S,4S)-2-tert-butoxycarbonylamino-4-cyanomethyl-pentadioic acid dimethyl ester
-
![(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester](/upload/2026/4/5d2b7cee7ae94b8ba0444042a5622bde_fdc80a8c-37d7-45f8-b7f4-015df72860d0.png)
-
328086-60-8
(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester
| Conditions | Yield |
|---|---|
|
With
sodium tetrahydridoborate; CoCl2·6H2O;
In
methanol;
at 20 ℃;
for 12h;
Cooling with ice;
|
55%
|
|
With
sodium tetrahydridoborate; CoCl2·6H2O;
In
methanol;
at 20 ℃;
for 12h;
|
52.6%
|
|
1,5-dimethyl (2S,4R)-2-[(tert-butoxycarbonyl)amino]-4-(cyanomethyl)pentanedioate;
With
CoCl2·6H2O;
In
methanol;
at 0 ℃;
for 0.166667h;
With
sodium tetrahydridoborate;
In
methanol;
at 20 ℃;
for 16h;
Cooling with ice;
|
51%
|
|
With
sodium tetrahydridoborate; CoCl2·6H2O;
In
methanol;
at 0 - 20 ℃;
for 12h;
|
40%
|
|
1,5-dimethyl (2S,4R)-2-[(tert-butoxycarbonyl)amino]-4-(cyanomethyl)pentanedioate;
With
Adams’s catalyst; hydrogen;
In
methanol; chloroform;
at 20 ℃;
for 36h;
With
anhydrous sodium carbonate;
In
methanol; chloroform;
for 6h;
Reflux;
|
37%
|
|
Multi-step reaction
with
2
steps
1: H2
/ Pd/C / 2 h / 3620.04 Torr
2: 5.55 g / Et3
N / tetrahydrofuran / 60 °C
With
hydrogen; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran;
|
|
|
Multi-step reaction
with
2
steps
1: H2
/ PtO2
/ methanol; CHCl3
/ 12 h / 25 °C
2: NaOAc / methanol; CHCl3
/ 12 h / Heating
With
hydrogen; anhydrous Sodium acetate;
Adams’s catalyst;
In
methanol; chloroform;
|
|
|
Multi-step reaction
with
2
steps
1: H2
/ PtO2
/ CHCl3
; methanol / 36 h / 2585.74 Torr
2: 4.2 g / Na2
CO3
/ CHCl3
; methanol / 6 h / pH 7 / Heating
With
hydrogen; anhydrous sodium carbonate;
Adams’s catalyst;
In
methanol; chloroform;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogen / PtO2
/ methanol; CHCl3
/ 2585.74 Torr
2: Na2
CO3
/ methanol; CHCl3
/ 60 °C
With
hydrogen; anhydrous sodium carbonate;
Adams’s catalyst;
In
methanol; chloroform;
|
|
|
With
sodium tetrahydridoborate; cobalt(II) chloride;
In
methanol;
at 0 - 20 ℃;
|
3.19 g
|
|
Multi-step reaction
with
2
steps
1: Adams’s catalyst; hydrogen / methanol; chloroform / 12 h / 20 °C
2: anhydrous Sodium acetate / methanol; chloroform / 12 h / 60 °C
With
Adams’s catalyst; hydrogen; anhydrous Sodium acetate;
In
methanol; chloroform;
|
|
|
Multi-step reaction
with
2
steps
1: platinum(IV) oxide; hydrogen / chloroform; methanol / 12 h / 20 °C
2: anhydrous Sodium acetate / methanol / 12 h / 60 °C
With
platinum(IV) oxide; hydrogen; anhydrous Sodium acetate;
In
methanol; chloroform;
|
|
|
With
methanol; sodium tetrahydridoborate; CoCl2·6H2O;
at 0 - 20 ℃;
for 24.5h;
|
2.1 g
|
-
-
328086-58-4
(2S,4S)-2-(2-Amino-ethyl)-4-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester
-
-
328086-60-8
(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester
| Conditions | Yield |
|---|---|
|
With
sodium carbonate;
In
methanol; chloroform;
for 6h;
pH=7;
Heating;
|
4.2 g
|
|
With
sodium acetate;
In
methanol; chloroform;
for 12h;
Heating;
|
|
|
(2S,4S)-2-(2-Amino-ethyl)-4-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester;
With
triethylamine;
In
tetrahydrofuran;
at 60 ℃;
With
water;
In
tetrahydrofuran;
|
|
|
With
sodium acetate;
In
methanol; chloroform;
at 60 ℃;
for 12h;
|
|
|
With
sodium acetate;
In
methanol;
at 60 ℃;
for 12h;
|
2.2 g
|
328086-60-8 Upstream products
-
328086-58-4
(2S,4S)-2-(2-Amino-ethyl)-4-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester
-
56-86-0
L-glutamic acid
-
6525-53-7
L-glutamic acid dimethyl ester
-
59279-60-6
dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate
328086-60-8 Downstream products
-
249736-45-6
[2-hydroxy-1S-(2-oxopyrrolidin-3S-ylmethyl)ethyl]carbamic acid tert-butyl ester
-
936371-47-0
(2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid
-
1027038-43-2
methyl (2S)-2-[[(2S)-2-amino-3-cyclohexyl-propanoyl]amino]-3-[(3S)-2-oxopyrrolidin-3-yl]propanoate
-
898264-60-3
2-(2-tert-butoxycarbonylamino-3-cyclohexyl-propionylamino)-3-(2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester