methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside
CAS No.:1273157-66-6
Molecular Formula:C₂₀H₃₂O₇Si
Molecular Weight:412.555
Hs Code.:

Synonyms:methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-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 methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

Chemical Property:

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Technology Process of methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

There total 4 articles about methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-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: 97.0%

: 98-88-4
benzoyl chloride

: 74247-81-7
6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-mannopyranoside

: 1273157-66-6
methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

Guidance literature:: With [2-(1-methyl-1H-imidazol-2-yl)phenyl]boronic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 20 ℃; for 24h; Catalytic behavior; Inert atmosphere;
DOI:10.1021/acs.orglett.9b01231

Reference yield: 93.0%

: 93-97-0
benzoic acid anhydride

: 74247-81-7
6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-mannopyranoside

: 1273157-66-6
methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 40 ℃; regioselective reaction; Green chemistry;
DOI:10.1039/c8ob01464g

Reference yield:

: 98-88-4
benzoyl chloride

: 74247-81-7
6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-mannopyranoside

: 1273157-66-6
methyl 3-O-benzoyl-6-O-(tert-butyldimethylsilyloxy)-α-D-mannopyranoside

: 1610559-06-2
methyl 6-(tert-butyldimethylsilyloxy)-2-O-(benzoyl)-α-D-mannopyranoside

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); N-ethyl-N,N-diisopropylamine; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In acetonitrile; at -5 ℃; for 16h; Overall yield = 78 %;
DOI:10.1002/chem.201400133