methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside
• CAS No.: 231937-95-4
• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.423

Synonyms:methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside

Chemical Property of methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside

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Technology Process of methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside

There total 1 articles about methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-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: 65.0%

vinylmagnesium chloride (3536-96-7) + methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-3-C-propenyl-α-D-erythro-hexopyranoside (171076-01-0) → methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside (231937-95-4) + methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside

Guidance literature:

In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo991392z

Reference yield: 98.0%

methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside (231937-95-4) → methyl (R)-4,6-O-benzylidene-2,3-C-(propene-1-ylidene-3-yl)-3-deoxy-3-C-methyl-α-D-glucopyranoside (258326-60-2)

Guidance literature:

With Grubbs catalyst first generation; In benzene; at 60 ℃; for 17h;

DOI:10.1021/jo991392z

Reference yield: 89.0%

methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-methyl-3-C-propenyl-α-D-mannopyranoside (231937-95-4) → (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-9a-methyl-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol

Guidance literature:

With copper(I) trifluoromethanesulfonate benzene; In benzene; Irradiation;

DOI:10.1055/s-1999-3120

upstream raw materials:

vinylmagnesium chloride

methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-3-C-propenyl-α-D-erythro-hexopyranoside

Downstream raw materials:

methyl (R)-4,6-O-benzylidene-2,3-C-(propene-1-ylidene-3-yl)-3-deoxy-3-C-methyl-α-D-glucopyranoside

methyl (R)-4,6-O-benzylidene-2,3-C-(propane-1,3-diyl)-3-deoxy-3-C-methyl-α-D-glucopyranoside

Benzoic acid (1S,3S,4S,4aS,7aR)-3-bromomethyl-7a-hydroxy-1-methoxy-4a-methyl-octahydro-cyclopenta[c]pyran-4-yl ester

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