3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

Base Information

Chemical Name:3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose
CAS No.:97576-42-6
Molecular Formula:C₂₈H₃₆O₆Si
Molecular Weight:496.676
Hs Code.:

Synonyms:3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

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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 3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

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Technology Process of 3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

There total 4 articles about 3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose 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: 85.0%

: 4784-77-4,29576-14-5,39616-19-8
(E/Z)-crotyl bromide

: 97643-22-6
6-O-(tert-butyldiphenylsilyl)-1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose

: 97576-42-6
3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 97673-01-3
1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose

: 97576-42-6
3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) bis(tributyl)tin oxide; 2.) Bu₄NBr / 1.) toluene, reflux, 3 h; 2.) RT, 24 h;

2: 85 percent / silver oxide / dimethylformamide / Ambient temperature

With tetrabutylammomium bromide; bis(tri-n-butyltin)oxide; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 97576-42-6
3-O-2-butenyl-6-O-(tert-butyldiphenylsilyl)-1,2,4-O-orthoacetyl-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) bis(tributyl)tin oxide; 2.) Bu₄NBr / 1.) toluene, reflux, 3 h; 2.) RT, 24 h;

2: 85 percent / silver oxide / dimethylformamide / Ambient temperature

With tetrabutylammomium bromide; bis(tri-n-butyltin)oxide; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4