methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

Base Information

Chemical Name:methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside
CAS No.:359765-24-5
Molecular Formula:C₂₆H₃₆O₆Si
Molecular Weight:472.654
Hs Code.:

Synonyms:methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

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Chemical Property of methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

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Technology Process of methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

There total 1 articles about methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside 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: 66.4%

: 107735-20-6
[(dimethylphenylsilyl)methyl]magnesium chloride

: 201788-59-2
methyl 5-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,4-furanoside

: methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-D-glycero-α-D-manno-heptofuranoside

: 359765-24-5
methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: In tetrahydrofuran; at -30 - 20 ℃;
DOI:10.1016/S0008-6215(01)00103-3

Reference yield: 72.2%

: 100-39-0
benzyl bromide

: 359765-24-5
methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

: methyl 5,6-di-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: With sodium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00103-3

Reference yield:

: 359765-24-5
methyl 5-O-benzyl-7-deoxy-2,3-O-isopropylidene-7-(phenyldimethyl)silyl-L-glycero-α-D-manno-heptofuranoside

: methyl 5,6-di-O-benzyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 72.2 percent / NaOH / dimethylformamide

2: 64.2 percent / HOOAc; NaBr; NaOAc

With peracetic acid; sodium hydroxide; sodium acetate; sodium bromide; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00103-3