tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate

Base Information

• Chemical Name: tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate
• CAS No.: 372982-92-8
• Molecular Formula: C₃₂H₅₁N₅O₆S
• Molecular Weight: 633.853
• Mol file: 372982-92-8.mol

Synonyms:tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate

Chemical Property of tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate

There total 5 articles about tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate 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: 65.0%

(+/-)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole dihydrobromide (106006-81-9,104617-55-2) + (2S)-1-((2R)-2-{(tert-butoxycarbonyl)[2-(tert-butoxy)-2-oxoethyl]amino}-3-cyclohexylpropanoyl)-L-proline (172348-58-2) → tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate (372982-92-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; pH=8;

DOI:10.1016/j.ejmech.2003.12.006

Reference yield: 65.0%

→ tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate (372982-92-8)

Guidance literature:

Reference yield:

N-(4-oxocyclohexyl)acetamide (27514-08-5) → tert-butyl 2-[[(1R)-2-((2S)-{[(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)amino]carbonyl}pyrrolidinyl)-1-(cyclohexylmethyl)-2-oxoethyl](tert-butyoxycarbonyl)amino]acetate (372982-92-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Br₂; AcOH / 1 h / 60 °C

2: AcOH / 1.5 h / Heating

3: HBr / H₂O / 24 h / Heating

4: 65 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 20 °C / pH 8

With 4-methyl-morpholine; hydrogen bromide; bromine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide; 2: Hantzsch thiazole synthesis;

DOI:10.1016/j.ejmech.2003.12.006

upstream raw materials:

(+/-)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole dihydrobromide

(2S)-1-((2R)-2-{(tert-butoxycarbonyl)[2-(tert-butoxy)-2-oxoethyl]amino}-3-cyclohexylpropanoyl)-L-proline

N-(4-oxocyclohexyl)acetamide

N-(2-amino-4,5,6,7-tetrahydrobenzo[1,2-d]thiazol-6-yl)acetamide