ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside
CAS No.:895140-55-3
Molecular Formula:C₃₅H₄₈O₅SSi
Molecular Weight:608.915
Hs Code.:

Synonyms:ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

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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 ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Chemical Property:

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Technology Process of ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

There total 8 articles about ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 129750-23-8
Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 895140-55-3
ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tet.2006.02.080

Reference yield:

: 32860-96-1
3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 75-08-1
ethanethiol

: 895140-55-3
ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

: 199116-17-1
ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-β-D-mannopyranoside

Guidance literature:: 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside; ethanethiol; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; Inert atmosphere;

With sodium methylate; In methanol; at 20 ℃; for 3h; Inert atmosphere;

tert-butyldimethylsilyl chloride; With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201800602

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 895140-55-3
ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / HgBr₂ / acetonitrile

2: 12.8 g / NaOMe / methanol / 12 h

3: 14.7 g / Et₃N / CH₂Cl₂ / 0 - 20 °C

With sodium methylate; triethylamine; mercury dibromide; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2006.02.080