(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

Base Information

Chemical Name:(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide
CAS No.:1401338-36-0
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

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Chemical Property of (2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

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Technology Process of (2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

There total 4 articles about (2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide 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: 81.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 220392-66-5
(2R,3R)-5-(tert-butyldimethylsilyl)-3-hydroxy-N-methoxy-N,2-dimethylpent-4-ynamide

: 1401338-36-0
(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1039/c2ob26185e

Reference yield:

: 501012-88-0
(R)-9-benzyl-3-[(2R,3R)-5-(tert-butyldimethylsilyl)-3-hydroxy-2-methylpent-4-ynoyl]oxazolidin-2-one

: 1401338-36-0
(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylaluminum / hexane; tetrahydrofuran / 0.25 h / -30 - 20 °C

1.2: 2 h / -10 - 0 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 120 h / 20 °C

With camphor-10-sulfonic acid; trimethylaluminum; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/c2ob26185e

Reference yield:

: 90083-19-5
3-(tert-butyldimethylsilyl)-2-propynal

: 1401338-36-0
(2R,3R)-5-(tert-butyldimethylsilyl)-N-methoxy-3-(4-methoxybenzyloxy)-N,2-dimethylpent-4-ynamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / -78 °C

1.2: 18 h / -78 - 0 °C

2.1: trimethylaluminum / hexane; tetrahydrofuran / 0.25 h / -30 - 20 °C

2.2: 2 h / -10 - 0 °C

3.1: camphor-10-sulfonic acid / dichloromethane / 120 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; trimethylaluminum; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/c2ob26185e