Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester
• CAS No.: 141041-86-3
• Molecular Formula: C₈H₁₆N₂O₂S
• Molecular Weight: 204.293
• Mol file: 141041-86-3.mol

Synonyms:Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester

Chemical Property of Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(Tert-Butoxycarbonylamino)propanethioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester

There total 8 articles about Carbamic acid, [(1S)-2-amino-1-methyl-2-thioxoethyl]-, 1,1-dimethylethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate (78981-25-6,81587-17-9,85642-13-3) → tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate (141041-86-3,96929-01-0,140903-30-6)

Guidance literature:

With Lawessons reagent; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

L-N-Boc-Ala (15761-38-3) → tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate (141041-86-3,96929-01-0,140903-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 20 °C

1.2: 2 h / 20 °C

2.1: Lawessons reagent / dichloromethane / 12 h / 20 °C

With Lawessons reagent; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo201675r

Reference yield:

(S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) → tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate (141041-86-3,96929-01-0,140903-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia; methanol

2: Lawessons reagent / tetrahydrofuran / 20 °C

With Lawessons reagent; methanol; ammonia; In tetrahydrofuran;

upstream raw materials:

tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate

L-N-Boc-Ala

di-tert-butyl dicarbonate

(S)-N-(tert-butoxycarbonyl)alanine methyl ester

Downstream raw materials:

benzyl 2-(1-(tert-butoxycarbonylamino)ethyl)thiazole-5-carboxylate

C₄₂H₆₅N₅O₁₀S

C₄₆H₆₅N₅O₁₀S

3-{[2-(1-tert-butoxycarbonylamino-ethyl)-thiazole-4-carbonyl]-amino}-2-methyl-hexanoic acid 1-({1-[(1-tert-butoxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-phenyl-ethyl}-methyl-carbamoyl)-ethyl ester

Refernces

• 1、 Islam, Md. Amirul,Zhang, Yuqi,Wang, Yao,McAlpine, Shelli R.. "Design, synthesis and anticancer mechanistic studies of linked azoles". supporting information. p. 300 - 305. Retrieved 2015/03/30.
• 2、 Wahyudi, Hendra,Tantisantisom, Worawan,McAlpine, Shelli R.. "Sanguinamide B analogs: Identification of active macrocyclic structures". supporting information. p. 2389 - 2393. Retrieved 2014/05/06.