Carbamic acid, [(1S)-2-[(2S)-2-(2-benzothiazolylcarbonyl)-1-pyrrolidinyl]-1-cyclohexyl-2- oxoethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-2-[(2S)-2-(2-benzothiazolylcarbonyl)-1-pyrrolidinyl]-1-cyclohexyl-2- oxoethyl]-, 1,1-dimethylethyl ester
• CAS No.: 807612-09-5
• Molecular Formula: C₂₅H₃₃N₃O₄S
• Molecular Weight: 471.621
• Mol file: 807612-09-5.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-2-[(2S)-2-(2-benzothiazolylcarbonyl)-1-pyrrolidinyl]-1-cyclohexyl-2- oxoethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-2-[(2S)-2-(2-benzothiazolylcarbonyl)-1-pyrrolidinyl]-1-cyclohexyl-2- oxoethyl]-, 1,1-dimethylethyl ester

There total 3 articles about Carbamic acid, [(1S)-2-[(2S)-2-(2-benzothiazolylcarbonyl)-1-pyrrolidinyl]-1-cyclohexyl-2- oxoethyl]-, 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:

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate (115186-37-3) → {(S)-2-[(S)-2-(Benzothiazole-2-carbonyl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester (807612-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / -78 - -40 °C

2: TFA

3: HATU; DIEA / N,N-dimethyl-acetamide

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1016/j.bmcl.2004.08.057

Reference yield:

tert-butyl (2S)-2-(1,3-benzothiazol-2-ylcarbonyl)-pyrrolidine-1-carboxylate (272129-64-3) → {(S)-2-[(S)-2-(Benzothiazole-2-carbonyl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester (807612-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA

2: HATU; DIEA / N,N-dimethyl-acetamide

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl acetamide;

DOI:10.1016/j.bmcl.2004.08.057

Reference yield:

N-(tert-butoxycarbonyl)-L-cyclohexylglycine (109183-71-3) + 1,3-benzothiazol-2-yl[(2S)-pyrrolidin-2-yl]methanone → {(S)-2-[(S)-2-(Benzothiazole-2-carbonyl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester (807612-09-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl acetamide;

DOI:10.1016/j.bmcl.2004.08.057

upstream raw materials:

N-(tert-butoxycarbonyl)-L-cyclohexylglycine

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate

tert-butyl (2S)-2-(1,3-benzothiazol-2-ylcarbonyl)-pyrrolidine-1-carboxylate