5,10-Dioxa-2,8-diazadodecanoic acid, 4-[[(4R)-4-[[(1,1-dimethylethyl)amino]carbonyl]-3-thiazolidinyl]carbonyl]- 11,11-dimethyl-7-(1-methylethyl)-6,9-dioxo-3-(phenylmethyl)-, phenylmethyl ester, (3S,4S,7S)-

Base Information

• Chemical Name: 5,10-Dioxa-2,8-diazadodecanoic acid, 4-[[(4R)-4-[[(1,1-dimethylethyl)amino]carbonyl]-3-thiazolidinyl]carbonyl]- 11,11-dimethyl-7-(1-methylethyl)-6,9-dioxo-3-(phenylmethyl)-, phenylmethyl ester, (3S,4S,7S)-
• CAS No.: 178986-88-4
• Molecular Formula: C36H50N4O8S
• Molecular Weight: 698.881

Synonyms:

Chemical Property of 5,10-Dioxa-2,8-diazadodecanoic acid, 4-[[(4R)-4-[[(1,1-dimethylethyl)amino]carbonyl]-3-thiazolidinyl]carbonyl]- 11,11-dimethyl-7-(1-methylethyl)-6,9-dioxo-3-(phenylmethyl)-, phenylmethyl ester, (3S,4S,7S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,10-Dioxa-2,8-diazadodecanoic acid, 4-[[(4R)-4-[[(1,1-dimethylethyl)amino]carbonyl]-3-thiazolidinyl]carbonyl]- 11,11-dimethyl-7-(1-methylethyl)-6,9-dioxo-3-(phenylmethyl)-, phenylmethyl ester, (3S,4S,7S)-

There total 6 articles about 5,10-Dioxa-2,8-diazadodecanoic acid, 4-[[(4R)-4-[[(1,1-dimethylethyl)amino]carbonyl]-3-thiazolidinyl]carbonyl]- 11,11-dimethyl-7-(1-methylethyl)-6,9-dioxo-3-(phenylmethyl)-, phenylmethyl ester, (3S,4S,7S)- 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: 97.0%

t-Boc-L-valine (13734-41-3) + [(1S,2S)-1-Benzyl-3-((R)-4-tert-butylcarbamoyl-thiazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester (169752-78-7) → (S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (178986-88-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid (62023-65-8,76498-21-0,77171-41-6,82848-28-0,105181-72-4,116661-86-0) → (S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (178986-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 11.7 g / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

2: 4 N HCl / dioxane / 2 h / 20 °C

3: 3.45 g / Et₃N / dimethylformamide / 4 h / 20 °C

4: 97 percent / DCC; DMAP / CH₂Cl₂; dimethylformamide / 20 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(R)-N-tert-butyl-1,3-thiazolidine-4-carboxamide (128019-19-2) → (S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (178986-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 11.7 g / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

2: 4 N HCl / dioxane / 2 h / 20 °C

3: 3.45 g / Et₃N / dimethylformamide / 4 h / 20 °C

4: 97 percent / DCC; DMAP / CH₂Cl₂; dimethylformamide / 20 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

upstream raw materials:

t-Boc-L-valine

[(1S,2S)-1-Benzyl-3-((R)-4-tert-butylcarbamoyl-thiazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

(R)-N-tert-butyl-1,3-thiazolidine-4-carboxamide

Downstream raw materials:

(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

(S)-2-[2-(Isoquinolin-5-yloxy)-acetylamino]-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

(S)-2-Amino-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

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