phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside
CAS No.:1228930-02-6
Molecular Formula:C₂₇H₃₈O₆SeSi
Molecular Weight:565.641
Hs Code.:

Synonyms:phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

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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 phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

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Technology Process of phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

There total 3 articles about phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside 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: 83.0%

: C₂₁H₃₂O₆Si

: 645-96-5
Benzeneselenol

: 1228930-02-6
phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

Guidance literature:: Benzeneselenol; With triethylamine; In acetonitrile; Inert atmosphere;

C₂₁H₃₂O₆Si; In tetrahydrofuran; acetonitrile; at 23 ℃; for 12h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo100145s

Reference yield: 78.0%

: 1228930-03-7
4-O-acetyl-6-O-benzyl-3-O-(t-butyldimethylsilyl)-D-glucal

: 645-96-5
Benzeneselenol

: 1228930-02-6
phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

Guidance literature:: 4-O-acetyl-6-O-benzyl-3-O-(t-butyldimethylsilyl)-D-glucal; With 2,4,6-tri-tertbutylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; In dichloromethane; at -78 - -40 ℃; for 1.5h; Inert atmosphere;

With methanol; triethylamine; In dichloromethane; at -40 - 0 ℃; for 2.5h; Inert atmosphere;

Benzeneselenol; In dichloromethane; at 0 - 23 ℃; for 13h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo100145s

Reference yield:

: C₂₁H₃₂O₆Si

: 645-96-5
Benzeneselenol

: 1228930-02-6
phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-β-D-glucopyranoside

: 1228930-04-8
phenyl 4-O-acetyl-6-O-benzyl-3-O-(tert-butyldimethylsilyl)-1-seleno-α-D-glucopyranoside

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -40 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo100145s