((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester
• CAS No.: 144090-65-3
• Molecular Formula: C₁₈H₂₆N₂O₄
• Molecular Weight: 334.415
• Mol file: 144090-65-3.mol

Synonyms:((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester

Chemical Property of ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester

There total 15 articles about ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic 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:

(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (144090-64-2) → ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester (144090-65-3)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1039/c39920001064

Reference yield:

(S)-4-((S)-4-Azido-3-hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (144090-59-5) → ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester (144090-65-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH, n-BuNI / tetrahydrofuran / Ambient temperature

2: p-TsOH / methanol / Ambient temperature

3: Jones reagent / acetone / 0 °C

4: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0 - 20 °C

5: H₂ / Raney Ni / tetrahydrofuran / Ambient temperature

With jones reagent; hydrogen; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; nickel; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.3987/COM-94-6869

Reference yield:

((1S,4S)-5-Azido-4-benzyloxy-1-hydroxymethyl-pentyl)-carbamic acid tert-butyl ester (144090-62-0) → ((3S,6S)-6-Benzyloxy-2-oxo-azepan-3-yl)-carbamic acid tert-butyl ester (144090-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Jones reagent / acetone / 0 °C

2: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0 - 20 °C

3: H₂ / Raney Ni / tetrahydrofuran / Ambient temperature

With jones reagent; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; nickel; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.3987/COM-94-6869

upstream raw materials:

(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid pentafluorophenyl ester

benzyl bromide

(S)-4-((S)-4-Azido-3-hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester