(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester
CAS No.:1417557-72-2
Molecular Formula:C₁₈H₂₅FN₄O₃
Molecular Weight:364.42
Hs Code.:

Synonyms:(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

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Chemical Property of (3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

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Technology Process of (3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

There total 7 articles about (3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester 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: 98.0%

: 1417557-67-5
(3R,4R,6S)-3-azido-4-benzyloxy-6-hydroxyazepane-1-carboxylic acid tert-butyl ester

: 1417557-72-2
(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

Guidance literature:: With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at 25 ℃; Reagent/catalyst; Solvent; Inert atmosphere;
DOI:10.1016/j.tet.2012.10.078

Reference yield:

: 263889-21-0
(3S,4R)-4-benzyloxy-3-hydroxy-2,3,4,7-tetrahydroazepine-1-carboxylic acid tert-butyl ester

: 1417557-72-2
(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; diphenyl phosphoryl azide; diethylazodicarboxylate / tetrahydrofuran / 4.5 h / 25 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran / 14 h / 25 °C / Inert atmosphere

2.2: 50 °C / Inert atmosphere

3.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 25 °C / Inert atmosphere

With dimethylsulfide borane complex; diphenyl phosphoryl azide; triphenylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2012.10.078

Reference yield:

: (3R,4R)-3-azido-4-benzyloxy-2,3,4,7-tetrahydroazepine-1-carboxylic acid tert-butyl ester

: 1417557-72-2
(3R,4R,6S)-3-azido-4-benzyloxy-6-fluoroazepane-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 14 h / 25 °C / Inert atmosphere

1.2: 1 h / 50 °C / Inert atmosphere

2.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

With dimethylsulfide borane complex; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c3ob40391b