methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside
• CAS No.: 117514-01-9
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.289

Synonyms:methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside

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Technology Process of methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside

There total 10 articles about methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-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: 73.0%

methyl 4,6-O-benzylidene-3-deoxy-3-C-dithianyl-2-O-methanesulfonyl-α-D-altro-hexopyranoside (117513-98-1) → methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside (117514-01-9)

Guidance literature:

With calcium carbonate; methyl iodide; In water; acetonitrile; at 120 ℃; for 24h;

DOI:10.1016/S0040-4020(01)87245-8

Reference yield: 73.0%

carbon monoxide (201230-82-2) + Trifluoro-methanesulfonic acid (4aR,6S,8aR)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (197570-60-8) → methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside (117514-01-9)

Guidance literature:

With tri-n-butyl-tin hydride; palladium; at 50 ℃; for 4h; under 2280 Torr;

DOI:10.1016/S0040-4039(97)01773-5

Reference yield: 68.0%

methyl 4,6-O-benzylidene-3-cyano-2,3-dideoxy-α-D-erythro-hex-2-eno-pyranoside (23103-22-2) → methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranoside (117514-01-9)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -98 ℃; for 0.25h;

DOI:10.1080/00397919508015503

upstream raw materials:

methyl 4,6-O-benzylidene-3-deoxy-3-C-dithianyl-2-O-methanesulfonyl-α-D-altro-hexopyranoside

methyl 4,6-O-benzylidene-3-cyano-2,3-dideoxy-α-D-erythro-hex-2-eno-pyranoside

carbon monoxide

Trifluoro-methanesulfonic acid (4aR,6S,8aR)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-vinyl-α-D-erythro-hex-2-enopyranoside

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