benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate

Base Information

• Chemical Name: benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate
• CAS No.: 1374222-84-0
• Molecular Formula: C₁₇H₂₄N₂O₄
• Molecular Weight: 320.389
• Mol file: 1374222-84-0.mol

Synonyms:benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate

Chemical Property of benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate

There total 5 articles about benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate 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: 67.0%

C10H17N5O3 + benzyl alcohol (100-51-6,185532-71-2) → benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate (1374222-84-0)

Guidance literature:

In toluene; for 12h; Reflux;

DOI:10.1021/ol300689e

Reference yield:

(-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid (868364-63-0,951173-22-1,951173-25-4,951173-34-5,951173-39-0) → benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate (1374222-84-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chloroformic acid ethyl ester; triethylamine / acetone / 0.5 h / 0 °C / Inert atmosphere; Cooling with ice

1.2: 2 h / 20 °C

2.1: sodium hydroxide / methanol; water / Reflux

2.2: pH 2

3.1: chloroformic acid ethyl ester; triethylamine / acetone / 0.5 h / 0 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: toluene / 12 h / Reflux

With chloroformic acid ethyl ester; triethylamine; sodium hydroxide; In methanol; water; acetone; toluene;

DOI:10.1021/ol300689e

Reference yield:

(-)-(1S,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid (951173-22-1,951173-25-4,951173-34-5,951173-39-0) → benzyl tert-butyl (1S,2S)-cyclobutane-1,2-diylbiscarbamate (1374222-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloroformic acid ethyl ester; triethylamine / acetone / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: toluene / 12 h / Reflux

With chloroformic acid ethyl ester; triethylamine; In acetone; toluene;

DOI:10.1021/ol300689e

upstream raw materials:

methyl (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate

(-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid

(-)-(1S,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid

(-)-(1R,2S)-2-(t-butyloxycarbonylamino)cyclobutane-carboxamide

Downstream raw materials:

(1S,2S)-2-(((benzyloxy)carbonyl)amino)cyclobutanaminium chloride

tert-butyl N-[(1S,2S)-2-aminocyclobutyl]carbamate

benzyl ((1S,2S)-2-((((3,5-bis(trifluoromethyl)phenyl)amino)carbonothioyl)amino)cyclobutyl)carbamate

C₁₂H₁₆N₂O₂