p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside

Base Information

• Chemical Name: p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside
• CAS No.: 1602921-33-4
• Molecular Formula: C₃₁H₃₂O₃S
• Molecular Weight: 484.659

Synonyms:p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside

Chemical Property of p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside

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Technology Process of p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside

There total 2 articles about p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside 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:

C38H38O6S2 (1602921-32-3) → p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside (1602921-33-4) + p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-β-D-glucopyranoside (1602921-34-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 5h; Overall yield = 12.2 g;

DOI:10.1002/ejoc.201400006

Reference yield:

p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2-deoxy-1-thio-D-glucopyranoside (1602921-31-2) → p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside (1602921-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 5 h / 0 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 50 °C

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.201400006

Reference yield: 83.0%

p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-D-glucopyranoside (1602921-33-4) → p-tolyl 4-O-benzyl-2,6-dideoxy-1-thio-α-D-glucopyranoside (1602921-48-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 5h;

DOI:10.1002/ejoc.201400006

upstream raw materials:

p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2-deoxy-1-thio-D-glucopyranoside

C₃₈H₃₈O₆S₂

Downstream raw materials:

p-tolyl 4-O-benzyl-2,6-dideoxy-1-thio-α-D-glucopyranoside

p-tolyl 4-O-methyl-3-O-(2-naphthylmethyl)-2,6-di-deoxy-α-D-galactopyranosyl-(1→3)-O-4,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

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