(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

Base Information

Chemical Name:(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol
CAS No.:149933-68-6
Molecular Formula:C₃₅H₄₅NO₃Si
Molecular Weight:555.833
Hs Code.:

(2S,3S,4E)-2-<N-(diphenylmethylene)amino>-3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

Synonyms:(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-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,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

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Technology Process of (2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

There total 1 articles about (2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-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: 69.0%

: 98-88-4
benzoyl chloride

: 143428-52-8
(2S,3S,4E)-2--1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

: 149933-68-6
(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

Guidance literature:: With pyridine; dmap; for 16h; Ambient temperature;
DOI:10.1021/jo00068a028

Reference yield: 63.0%

: 149933-68-6
(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

: 149933-70-0
(2S,3S,4E)-2--1-O-benzoyl-4-nonene-1,3-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jo00068a028

Reference yield:

: 149933-68-6
(2S,3S,4E)-2--3-O-benzoyl-1-O-(tert-butyldimethylsilyl)-4-nonene-1,3-diol

: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->3)-(2S,3S,4E)-2--1-O-benzoyl-4-nonene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / TBAF / tetrahydrofuran / Ambient temperature

2: 60 percent / molecular sieves (4 Angstroem), silver triflate (AgOTfl) / CH₂Cl₂ / Ambient temperature

With 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00068a028