(2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole

Base Information

• Chemical Name: (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole
• CAS No.: 130933-19-6
• Molecular Formula: C₂₅H₃₆N₂O₅
• Molecular Weight: 444.571
• Mol file: 130933-19-6.mol

Synonyms:(2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole

Chemical Property of (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole

There total 3 articles about (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole 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: 56.0%

N-<1(S)-carbethoxybutyl>glycine (130933-18-5) + (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate (94062-52-9,82717-91-7) → (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole (130933-19-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1021/jm00106a030

Reference yield:

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole (130933-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / H₂ / 10percent Pd/C / acetic acid / 18 h / 50 °C / 36775.4 Torr

2: 93 percent / toluene / 4 h / Heating

3: 56 percent / Et₃N, HOBT, DCC / dimethylformamide / 20 h / Ambient temperature

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00106a030

Reference yield:

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2) → (2S,3aS,7aS)-1-glycinyl>-2-<(benzyloxy)carbonyl>perhydroindole (130933-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / toluene / 4 h / Heating

2: 56 percent / Et₃N, HOBT, DCC / dimethylformamide / 20 h / Ambient temperature

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00106a030

upstream raw materials:

N-<1(S)-carbethoxybutyl>glycine

(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(S)-indoline-2-carboxylic acid