tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

Base Information

Chemical Name:tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate
CAS No.:1410805-06-9
Molecular Formula:C₂₇H₄₀N₂O₆Si
Molecular Weight:516.71
Hs Code.:

Synonyms:tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

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Chemical Property of tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

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Technology Process of tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

There total 4 articles about tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)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: 100.0%

: 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

: 1410805-06-9
tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

Guidance literature:: With Dess-Martin periodane; at 20 ℃; for 0.583333h; 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

: 1410805-06-9
tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: Dess-Martin periodane / 0.58 h / 20 °C / Inert atmosphere

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

Reference yield:

: 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

: 1410805-06-9
tert-butyl ((R)-1-(3-(benzyloxy)-4-((R)-1-((triethylsilyl)oxy)but-3-en-1-yl)isoxazol-5-yl)-2-oxoethyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / methanol / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

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

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

4.1: Dess-Martin periodane / 0.58 h / 20 °C / Inert atmosphere

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