tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate
CAS No.:308796-19-2
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

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Chemical Property of tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

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Technology Process of tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

There total 3 articles about tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate 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: 82.0%

: 308796-16-9
tert-butyl (4S)-4-[(1R)-1-hydroxy-3-(4-pentylphenyl)-2-propynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 308796-19-2
tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 20 ℃;
DOI:10.1021/jm000939v

Reference yield:

: 79887-10-8
1-ethynyl-4-(n-pentyl)benzene

: 308796-19-2
tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C

1.2: 76 percent / HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 82 percent / p-TsOH; MeOH / 20 °C

With methanol; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane;
DOI:10.1021/jm000939v

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 308796-19-2
tert-butyl (1S,2R)-2-hydroxy-1-(hydroxymethyl)-4-(4-pentylphenyl)-3-butynylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C

1.2: 76 percent / HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 82 percent / p-TsOH; MeOH / 20 °C

With methanol; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane;
DOI:10.1021/jm000939v