allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]cyclopent-3-enyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]cyclopent-3-enyl}-carbamic acid tert-butyl ester
CAS No.:517907-28-7
Molecular Formula:C₂₅H₃₄N₂O₄
Molecular Weight:426.556
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]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: 86.0%

: 106-95-6
allyl bromide

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

: 517907-28-7
allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]cyclopent-3-enyl}-carbamic acid tert-butyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;
DOI:10.1021/jo026803h

Reference yield:

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

: 517907-28-7
allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]cyclopent-3-enyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 176 mg / potassium carbonate / tetrahydrofuran / 3 h / 20 °C

2: 86 percent / NaH / dimethylformamide / 0.5 h / 0 - 20 °C

With sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo026803h

Reference yield:

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

: 517907-28-7
allyl-{(1R,2S)-2-[allyl(benzyloxycarbonyl)aminomethyl]cyclopent-3-enyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 86 percent / NaH / dimethylformamide / 0.5 h / 0 - 20 °C

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