2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside

Base Information

• Chemical Name: 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside
• CAS No.: 959922-22-6
• Molecular Formula: C₃₀H₃₈O₇
• Molecular Weight: 510.628

Synonyms:2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside

Chemical Property of 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside

Chemical Property:

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Technology Process of 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside

There total 1 articles about 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside 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: 92.0%

2-allyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside (959922-41-9) + benzyl bromide (100-39-0) → 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside (959922-22-6)

Guidance literature:

2-allyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.75h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/chem.200801103

Reference yield:

2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside (959922-22-6) → 2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-D-talose (959922-44-2) + (2S,4aR,5aR,7R,8aS,9S,9aS)-8a-benzyloxy-7-bromomethyl-9-methoxymethoxy-2-phenyloctahydrofuro[3',2':5,6]pyrano[3,2-d,1,3]dioxin (1109213-05-9)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; pH=7; aq. buffer;

DOI:10.1002/chem.200801103

Reference yield:

2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside (959922-22-6) → C24H28O8 (1109213-06-0)

Guidance literature:

Multistep reaction.;

DOI:10.1002/anie.200703027

upstream raw materials:

2-allyl-4,6-O-benzylidene-3-O-methoxymethyl-(pent-4-enyl)-β-D-talopyranoside

benzyl bromide

Downstream raw materials:

C₂₄H₂₈O₈

2-allyl-2-O-benzyl-4,6-O-benzylidene-3-O-methoxymethyl-D-talose

(2S,4aR,5aR,7R,8aS,9S,9aS)-8a-benzyloxy-7-bromomethyl-9-methoxymethoxy-2-phenyloctahydrofuro[3',2':5,6]pyrano[3,2-d,1,3]dioxin

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