methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

Base Information

Chemical Name:methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose
CAS No.:171076-04-3
Molecular Formula:C₁₇H₂₀O₆
Molecular Weight:320.342
Hs Code.:

Synonyms:methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

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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 α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

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Technology Process of methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

There total 3 articles about methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose 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: 85.0%

: 135700-48-0
methyl 4,6-O-benzylidene-3-deoxy-3-C-propenyl-α-D-arabino-hexopyranoside-2-ulose

: 171076-04-3
methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

Guidance literature:: With oxygen; copper dichloride; palladium dichloride; In water; N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/j.tetlet.2004.11.032

Reference yield:

: 131529-45-8
methyl 4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

: 171076-04-3
methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) trifluoroacetic anhydride, dimethyl sulfoxide, 2.) triethylamine / 1.) CH₂Cl₂, -65 deg C, 1.5 h, 2.) CH₂Cl₂, 24 h

2: 62 percent / palladium(II) chloride, copper(II) chloride, oxygen / dimethylformamide; H₂O / Ambient temperature

With oxygen; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; copper dichloride; palladium dichloride; In water; N,N-dimethyl-formamide;
DOI:10.1021/jo981225j

Reference yield:

: 3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8
methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

: 171076-04-3
methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / tetrahydrofuran / 2 h / Heating

2: 1.) trifluoroacetic anhydride, dimethyl sulfoxide, 2.) triethylamine / 1.) CH₂Cl₂, -65 deg C, 1.5 h, 2.) CH₂Cl₂, 24 h

3: 62 percent / palladium(II) chloride, copper(II) chloride, oxygen / dimethylformamide; H₂O / Ambient temperature

With oxygen; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; copper dichloride; palladium dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo981225j