(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

Base Information

Chemical Name:(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate
CAS No.:431946-40-6
Molecular Formula:C₄₆H₅₁N₅O₁₀
Molecular Weight:833.938
Hs Code.:

(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

Synonyms:(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

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Chemical Property of (S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

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Technology Process of (S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

There total 5 articles about (S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate 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: 86.0%

: 431070-20-1
3-[1,3-bis(benzyloxy-carbonyl)]guanidino-propanol vinyl ether

: 431070-05-2
3-(Acetyl-methyl-amino)-2-diazo-3-oxo-propionic acid (S)-1-(benzhydryl-carbamoyl)-2-methyl-propyl ester

: 431946-40-6
(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

Guidance literature:: With rhodium perfluorobutyramidate; In dichloromethane; at 23 ℃; for 8h;
DOI:10.1021/ol017263y

Reference yield:

: 431070-03-0
(S)-1-[(1,1-diphentlmethyl)carbamoyl]-2-methyl-propanol

: 431946-40-6
(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: DCC; DMAP / CH₂Cl₂ / 5 h / 20 °C

1.2: 66 percent / MsN₃; Et₃N / diethyl ether / 5 h / 20 °C

2.1: 86 percent / rhodium perfluorobutyramidate / CH₂Cl₂ / 8 h / 23 °C

With dmap; rhodium perfluorobutyramidate; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ol017263y

Reference yield:

: 66415-55-2
3-amino-1-propanol vinyl ether

: 431946-40-6
(S)-1-[(1,1-diphenylmethyl)carbamoyl]-2-methyl-propyl (1R,4S,5R)-5-[3-(1,3-bis{benzyloxycarbonyl})guanidino-propyloxy]-1,2-dimethyl-3-oxo-7-oxa-2-aza-bicyclo[2.2.1]heptane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / CH₂Cl₂ / 8 h / 20 °C

2: 86 percent / rhodium perfluorobutyramidate / CH₂Cl₂ / 8 h / 23 °C

With rhodium perfluorobutyramidate; In dichloromethane;
DOI:10.1021/ol017263y