(S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

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Chemical Name:(S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate
CAS No.:1314778-07-8
Molecular Formula:C₁₉H₂₈N₂O₅
Molecular Weight:364.442
Hs Code.:

Synonyms:(S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

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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 (S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

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Technology Process of (S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

There total 1 articles about (S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate 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: 55.0%

: 140373-33-7
benzyl (1S)-2-amino-1-(tert-butoxymethyl)-2-oxoethylcarbamate

: 79970-58-4
(Z)-2-bromo-2-buten-1-ol

: 1314778-07-8
(S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

Guidance literature:: With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 50 - 60 ℃; Inert atmosphere; Sonication;
DOI:10.1021/ja204088a

Reference yield:

: 1314778-07-8
(S,Z)-benzyl 3-tert-butoxy-1-(1-hydroxybut-2-en-2-ylamino)-1-oxopropan-2-ylcarbamate

: 1314778-08-9
(S,Z)-benzyl 3-tert-butoxy-1-(methyl(1-tritylthiobut-2-en-2-yl)amino)-1-oxopropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: diisopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 20 °C / Inert atmosphere; Reflux

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

With diisopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1021/ja204088a