benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

Base Information

Chemical Name:benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside
CAS No.:537036-62-7
Molecular Formula:C₅₃H₆₀O₁₀
Molecular Weight:857.053
Hs Code.:

Synonyms:benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

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Chemical Property of benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

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Technology Process of benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

There total 4 articles about benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside 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: 85.0%

: 100-39-0
benzyl bromide

: 537036-61-6
benzyl 2,3,4-tri-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

: 537036-62-7
benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;
DOI:10.1016/S0008-6215(02)00484-6

Reference yield:

: 222417-79-0
dimethyl (benzyl 2,3,4-tri-O-benzyl-α-D-manno-heptopyranos-6-ulos-7-yl)phosphonate

: 537036-62-7
benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / K₂CO₃; 18-crown-6 / toluene / 24 h / 20 °C

2: 94 percent / Zn(BH₄)2 / diethyl ether / 0.5 h / 0 °C

3: 85 percent / NaH / dimethylformamide / 0.75 h / 20 °C

With zinc(II) tetrahydroborate; 18-crown-6 ether; sodium hydride; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(02)00484-6

Reference yield:

: 13039-93-5
2,2:4,5-di-O-isopropylidene-D-arabinose

: 537036-62-7
benzyl 2,3,4,6-tetra-O-benzyl-7,8-dideoxy-7(E)-eno-9,10:11,12-di-O-isopropylidene-D-gluco-α-D-manno-dodeca-1,5-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / K₂CO₃; 18-crown-6 / toluene / 24 h / 20 °C

2: 94 percent / Zn(BH₄)2 / diethyl ether / 0.5 h / 0 °C

3: 85 percent / NaH / dimethylformamide / 0.75 h / 20 °C

With zinc(II) tetrahydroborate; 18-crown-6 ether; sodium hydride; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(02)00484-6