methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

Base Information

Chemical Name:methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside
CAS No.:111852-29-0
Molecular Formula:C₃₀H₃₆O₄Si
Molecular Weight:488.699
Hs Code.:

Synonyms:methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

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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 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

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Technology Process of methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

There total 1 articles about methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside 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:

: 75-77-4
chloro-trimethyl-silane

: 917-54-4
methyllithium

: 101155-69-5
methyl 2,3-dideoxy-6-o-trityl-α-D-glycero-hex-2-enopyranosid-4-ulose

: 111852-29-0
methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) cyanide; trimethylamine; Yield given; -78 degC, 4 h; 0 deg.C, 1 h;
DOI:10.1246/bcsj.60.1433

Reference yield: 62.0%

: 111852-29-0
methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

: 66176-68-9
methyl 2,3-dideoxy-2-C-methyl-6-O-trityl-α-D-glycero-hex-2-enopyranosid-4-ulose

Guidance literature:: With palladium diacetate; p-benzoquinone; In acetonitrile; at 50 ℃; for 6h;
DOI:10.1246/bcsj.60.1433

Reference yield:

: 111852-29-0
methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside

: 101155-66-2
methyl 2,3-dideoxy-2,2-di-C-methyl-6-O-trityl-α-D-glycero-hexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / p-benzoquinone, palladium(II) acetate / acetonitrile / 6 h / 50 °C

2: copper(I) cyanide, trimethylamine, hexamethylphosphoric triamide / -78 deg C, 4 h; 0 deg C, 1 h

3: 1.) disiamylborane, sodium hydroxide, 30 percent hydrogen peroxide; 2.) pyridine / 1.) THF, rt, 8 h; 45 deg C, 30 min

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; dihydrogen peroxide; palladium diacetate; copper(l) cyanide; bis-(1,2-dimethylpropyl)borane; p-benzoquinone; trimethylamine; In acetonitrile;
DOI:10.1246/bcsj.60.1433