(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

Base Information

Chemical Name:(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol
CAS No.:1372138-69-6
Molecular Formula:C₂₃H₃₄N₂O₅
Molecular Weight:418.533
Hs Code.:

Synonyms:(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

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Chemical Property of (1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

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Technology Process of (1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

There total 4 articles about (1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol 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: 51.0%

: 1372138-68-5
(E)-6-(benzyloxycarbonylamino)-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-one

: 1372138-69-6
(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1021/jm3001136

Reference yield:

: 69261-54-7,125982-42-5
1-(benzyloxycarbonyl)pyrrolidin-2-ol

: 1372138-69-6
(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 0.25 h / 25 °C / Inert atmosphere

1.2: 48 h

2.1: diisobutylaluminium hydride / toluene / -78 °C

With diisobutylaluminium hydride; potassium carbonate; In toluene; acetonitrile; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm3001136

Reference yield:

: 14468-80-5
N-benzyloxycarbonylpyrrolidin-2-one

: 1372138-69-6
(1R,E)-6-benzyloxycarbonylamino-1-((S)-N-tert-butoxycarbonylpyrrolidin-2-yl)hex-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride

2.1: potassium carbonate / acetonitrile / 0.25 h / 25 °C / Inert atmosphere

2.2: 48 h

3.1: diisobutylaluminium hydride / toluene / -78 °C

With diisobutylaluminium hydride; potassium carbonate; In toluene; acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm3001136