(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

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Chemical Name:(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid
CAS No.:1380521-39-0
Molecular Formula:C₃₀H₃₈N₄O₁₀
Molecular Weight:614.653
Hs Code.:

Synonyms:(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

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Chemical Property of (9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

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Technology Process of (9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

There total 6 articles about (9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid 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: 89.0%

: tert-butyl (2-(1H-benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)carbamate

: 1380521-33-4
(S)-2-((S)-2-amino-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

: 1380521-39-0
(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In water; acetonitrile; at 20 ℃; for 12h;
DOI:10.1039/c2ob07050b

Reference yield:

: 4530-20-5
BOC-glycine

: 1380521-39-0
(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Inert atmosphere

1.2: 12 h

2.1: N-ethyl-N,N-diisopropylamine / water; acetonitrile / 12 h / 20 °C

With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; water; acetonitrile;
DOI:10.1039/c2ob07050b

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 1380521-39-0
(9S,12S)-9-benzyl-12-((((S)-2-(((benzyloxy)carbonyl)amino)propanoyl)oxy)methyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / dichloromethane / 0.25 h / 20 °C

1.2: 2.5 h / 20 °C

2.1: triethylamine / water; acetonitrile / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C

4.1: palladium on activated charcoal; hydrogen / methanol / 4 h

5.1: N-ethyl-N,N-diisopropylamine / water; acetonitrile / 12 h / 20 °C

With thionyl chloride; palladium on activated charcoal; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1039/c2ob07050b