methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside
• CAS No.: 72079-84-6
• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.359

Synonyms:methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--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%

methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside (72079-83-5) → methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside (72079-84-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82414-5

Reference yield:

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6) → methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside (72079-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50.1 percent / NaH / dioxane / 96 h / 160 °C

2: 97 percent / lithium aluminum hydride / diethyl ether / 2 h / Ambient temperature

With lithium aluminium tetrahydride; sodium hydride; In 1,4-dioxane; diethyl ether;

DOI:10.1016/S0040-4020(01)82414-5

Reference yield:

→ ((2S,6R)-2-Methoxy-1-methyl-6-phenyl-hexahydro-3,5,7-trioxa-cyclopropa[a]naphthalen-1-yl)-methanol (72079-84-6)

Guidance literature:

Cyclopropan 7b, LiAlH4;

DOI:10.1021/ja00514a046

upstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-C--α-D-mannopyranoside

methyl 6,8-O-benzylidene-2,3,4,5-tetradeoxy-4,5-C-isopropylidene-2-C-methtyl-D-manno-oct-2-(E)-enoate

methyl 6,8-O-benzylidene-2,3,4,5-tetradeoxy-4,5-C-isopropylidene-2-C-methyl-D-gluco-oct-2-(E)-enoate

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