tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

Base Information

Chemical Name:tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate
CAS No.:1352051-40-1
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

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Chemical Property of tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

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Technology Process of tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

There total 1 articles about tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)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: 96.0%

: 1352051-38-7
tert-butyl allyl((1R)-1-((4R)-2-phenyl-1,3-dioxolan-4-yl)but-3-en-1-yl)carbamate

: 1352051-40-1
tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

Guidance literature:: tert-butyl allyl((1R)-1-((4R)-2-phenyl-1,3-dioxolan-4-yl)but-3-en-1-yl)carbamate; With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

With water; Rochelle's salt; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetasy.2011.10.008

Reference yield: 93.0%

: 1352051-40-1
tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

: (R)-tert-butyl 6-((R)-1-(benzyloxy)-2-hydroxyethyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 40 ℃; for 5h;
DOI:10.1016/j.tetasy.2011.10.008

Reference yield:

: 1352051-40-1
tert-butyl allyl((2R,3R)-2-(benzyloxy)-1-hydroxyhex-5-en-3-yl)carbamate

: (S)-tert-butyl 6-((S)-1-(benzyloxy)allyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Grubbs catalyst first generation / dichloromethane / 5 h / 40 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

2.2: -78 °C

3.1: potassium tert-butylate / tetrahydrofuran / 3 h / 0 °C

3.2: 3 h / 0 - 20 °C

With Grubbs catalyst first generation; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.2: Wittig reaction;
DOI:10.1016/j.tetasy.2011.10.008