(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

Base Information

Chemical Name:(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol
CAS No.:1416052-08-8
Molecular Formula:C₄₀H₆₇N₃O₂Si₂
Molecular Weight:678.162
Hs Code.:

Synonyms:(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

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Technology Process of (2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

There total 1 articles about (2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol 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%

: 916159-70-1
(2S,3R)-(E)-2-azido-1-(tert-butyldiphenylsilyloxy)octadec-4-en-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 1416052-08-8
(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

Guidance literature:: With 2,6-dimethylpyridine; at 0 ℃; for 0.25h;
DOI:10.1271/bbb.120333

Reference yield: 88.0%

: 1416052-08-8
(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

: 1416052-09-9
(2S,3R,4E)-2-amino-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

Guidance literature:: (2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol; With trimethylphosphane; In tetrahydrofuran; at 20 ℃; for 17h;

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;
DOI:10.1271/bbb.120333

Reference yield:

: 1416052-08-8
(2S,3R,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

: 1416052-10-2
(2S,3R,4E)-2-[(30'-acetoxy)triacontanamido]-3-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)octadec-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylphosphane / tetrahydrofuran / 17 h / 20 °C

1.2: 2 h / 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 19 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In tetrahydrofuran; dichloromethane;
DOI:10.1271/bbb.120333