tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

Base Information

Chemical Name:tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate
CAS No.:1410805-03-6
Molecular Formula:C₂₁H₂₈N₂O₆
Molecular Weight:404.463
Hs Code.:

Synonyms:tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

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Chemical Property of tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

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Technology Process of tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

There total 1 articles about tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate 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: 99.0%

: 1410805-02-5
(S)-tert-butyl 4-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

: 1410805-03-6
tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

Guidance literature:: (S)-tert-butyl 4-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2,2-dimethyloxazolidine-3-carboxylate; With trifluoroacetic acid; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

With di-tert-butyl dicarbonate; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol302691j

Reference yield: 100.0%

: 994-30-9
triethylsilyl chloride

: 1410805-03-6
tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

: 1410805-04-7
tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-((triethylsilyl)oxy)ethyl)carbamate

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol302691j

Reference yield:

: 1410805-03-6
tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-hydroxybut-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

: 1410805-05-8
tert-butyl ((S)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-hydroxyethyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: acetic acid / methanol / 26 h / 0 °C / Inert atmosphere

With acetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol302691j