(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

Base Information

Chemical Name:(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane
CAS No.:1609349-44-1
Molecular Formula:C₁₃H₁₆F₂N₄O
Molecular Weight:282.293
Hs Code.:

Synonyms:(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

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Chemical Property of (5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

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Technology Process of (5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

There total 4 articles about (5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane 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: 96.0%

: 1609349-48-5
tert-butyl (5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane-1-carboxylate

: 1609349-44-1
(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

Guidance literature:: With trifluoroacetic acid; In neat (no solvent); at 25 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1002/ejoc.201301811

Reference yield:

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

: 1609349-44-1
(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 25 °C / Inert atmosphere; Molecular sieve

2: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 10 h / 0 °C / Inert atmosphere

3: trifluoroacetic acid / neat (no solvent) / 0.08 h / 25 °C / Inert atmosphere

With pyridinium chlorochromate; trifluoroacetic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane;
DOI:10.1002/ejoc.201301811

Reference yield:

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

: 1609349-44-1
(5R,6R)-6-azido-5-benzyloxy-3,3-difluoroazepane

Guidance literature:: Multi-step reaction with 4 steps

1.1: BH₃*DMS / tetrahydrofuran / 14 h / 25 °C

1.2: 1 h / 50 °C

2.1: pyridinium chlorochromate / dichloromethane / 25 °C / Inert atmosphere; Molecular sieve

3.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 10 h / 0 °C / Inert atmosphere

4.1: trifluoroacetic acid / neat (no solvent) / 0.08 h / 25 °C / Inert atmosphere

With pyridinium chlorochromate; trifluoroacetic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301811