allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester
CAS No.:517907-35-6
Molecular Formula:C₂₂H₃₀N₂O₄
Molecular Weight:386.491
Hs Code.:

Synonyms:allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

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Chemical Property of allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

There total 5 articles about allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-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:

: 501-53-1,94274-21-2
benzyl chloroformate

: Allyl-((1R,2S)-2-aminomethyl-cyclopent-3-enyl)-carbamic acid tert-butyl ester

: 517907-35-6
allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/jo026803h

Reference yield:

: 517907-37-8
allyl-((1R,2R)-2-hydroxymethylcyclopent-3-enyl)-carbamic acid tert-butyl ester

: 517907-35-6
allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

2: 253 mg / sodium azide / dimethylformamide / 14 h / 60 °C

3: triphenylphosphine / tetrahydrofuran / 13 h / 60 °C

4: 176 mg / potassium carbonate / tetrahydrofuran / 3 h / 20 °C

With sodium azide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Staudinger reduction;
DOI:10.1021/jo026803h

Reference yield:

: 517907-34-5
allyl-((1R,2S)-2-azidomethylcyclopent-3-enyl)-carbamic acid tert-butyl ester

: 517907-35-6
allyl-[(1R,2S)-2-(benzyloxycarbonylaminomethyl)cyclopent-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine / tetrahydrofuran / 13 h / 60 °C

2: 176 mg / potassium carbonate / tetrahydrofuran / 3 h / 20 °C

With potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1: Staudinger reduction;
DOI:10.1021/jo026803h