methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

Base Information

Chemical Name:methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate
CAS No.:125288-00-8
Molecular Formula:C₃₁H₃₆O₉
Molecular Weight:552.621
Hs Code.:

Synonyms:methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

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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 (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

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Technology Process of methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

There total 3 articles about methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate 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: 64.0%

: 125287-97-0
methyl uronate

: 125288-00-8
methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

Guidance literature:: With potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide; In acetone; at 20 ℃; for 15h; Inert atmosphere;
DOI:10.1002/chem.201100396

Reference yield:

: 125287-97-0
methyl uronate

: 125288-00-8
methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

: 125288-01-9
methyl (methyl 2,3,4-tri-O-benzyl-α-D-threo-D-manno-octopyranosid)uronate

Guidance literature:: With osmium(VIII) oxide; In water; acetone; at 0 - 4 ℃; for 4h; Product distribution; in the presence of dihydroquinidine p-chlorobenzoate or dihydroquinine p-chlorobenzoate;
DOI:10.1016/0008-6215(89)85035-9

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 125288-00-8
methyl (methyl-2,3,4-tri-O-benzyl-l-threo-α-D-manno-octopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere

2: dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

3: potassium osmate(VI) dihydrate; water; 4-methylmorpholine N-oxide / acetone / 15 h / 20 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; oxalyl dichloride; water; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; acetone; 1: Swern oxidation / 2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/chem.201100396