methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

Base Information

Chemical Name:methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside
CAS No.:743422-35-7
Molecular Formula:C₃₆H₄₈O₉
Molecular Weight:624.772
Hs Code.:

Synonyms:methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

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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 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

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Technology Process of methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

There total 1 articles about methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside 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: 79.0%

: 106-95-6
allyl bromide

: 743422-32-4
methyl 2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

: 743422-35-7
methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

Guidance literature:: With sodium hydride; 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.04.020

Reference yield:

: 743422-35-7
methyl 6-O-allyl-2,3-di-O-benzyl-5-deoxy-7,8:9,10-di-O-isopropylidene-(5S)-vinyl-β-D-ribo-D-gluco-deca-1,4-furanoside

: methyl 2,3-di-O-benzyl-5-deoxy-5-vinyl-β-D-ribo-D-threo-hepto-1,4-furanoside

Guidance literature:: Multi-step reaction with 4 steps

1: water; sulfuric acid / tetrahydrofuran / 20 h / Heating

2: sodium periodate / tetrahydrofuran; H₂O; diethyl ether / 0.5 h / 20 °C

3: sodium borohydride

4: 54 percent / water / Pd/C; p-toluenesulfonic acid / methanol / 2 h / 45 - 50 °C

With sodium tetrahydroborate; sodium periodate; sulfuric acid; water; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1016/j.tetasy.2004.04.020