(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

Base Information

Chemical Name:(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol
CAS No.:202460-07-9
Molecular Formula:C₄₅H₆₉NO₆Si
Molecular Weight:748.131
Hs Code.:

Synonyms:(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

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Chemical Property of (2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

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Technology Process of (2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

There total 12 articles about (2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol 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: 62.0%

: 693-67-4
bromoundecane

: 202459-91-4
2-(t-butoxycarbonyl)amino-1-O-(t-butyldiphenylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-D-4,5-anhydroribitol

: 202460-07-9
(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

Guidance literature:: bromoundecane; With magnesium; In diethyl ether;

With 1,4-dioxane; In diethyl ether; at 20 ℃; for 2h;

2-(t-butoxycarbonyl)amino-1-O-(t-butyldiphenylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-D-4,5-anhydroribitol; In diethyl ether; at 0 - 20 ℃; for 3h;
DOI:10.1246/bcsj.71.259

Reference yield: 27.0%

: 117286-10-9
undecylmagnesium bromide

: 202459-91-4
2-(t-butoxycarbonyl)amino-1-O-(t-butyldiphenylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-D-4,5-anhydroribitol

: 202460-07-9
(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

Guidance literature:: With CuCN; In diethyl ether; at 0 - 20 ℃;
DOI:10.1246/bcsj.71.259

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 202460-07-9
(2S,3S,4R)-2-(t-butoxycarbonyl)amino-1-(t-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)-4-hexadecanol

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / H₂ / Pd-BaSO₄ / ethyl acetate; ethanol / 30 h / 20 °C / 760 Torr

2: 27 percent / CuCN / diethyl ether / 0 - 20 °C

With hydrogen; palladium on barium sulfate; In diethyl ether; ethanol; ethyl acetate; 1: Hydrogenation / 2: Grignard reaction;
DOI:10.1246/bcsj.71.259