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

Base Information

Chemical Name:p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside
CAS No.:1602921-18-5
Molecular Formula:C₅₁H₅₄O₇S
Molecular Weight:811.052
Hs Code.:

Synonyms:p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

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Chemical Property of p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

There total 11 articles about p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-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: 90.0%

: 1602921-34-5
p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-β-D-glucopyranoside

: 1602920-93-3
p-tolyl 3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1602921-18-5
p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-1-thio-β-D-glucopyranoside; With N,N-dimethyl-formamide; In dichloromethane; at -70 - 20 ℃; for 0.416667h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -70 ℃; Inert atmosphere;

p-tolyl 3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside; With N,N-dimethyl-formamide; In dichloromethane; at -70 - -50 ℃; for 24h; Inert atmosphere;
DOI:10.1002/ejoc.201400006

Reference yield: 55.0%

: C₃₁H₃₂O₃S

: 1602920-93-3
p-tolyl 3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1602921-18-5
p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: C₃₁H₃₂O₃S; With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; N,N-dimethyl-formamide; In dichloromethane; at -70 - 20 ℃; for 0.416667h; Molecular sieve;

p-tolyl 3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside; With N,N-dimethyl-formamide; In dichloromethane; at -70 - -50 ℃; for 24h; Molecular sieve; Inert atmosphere;
DOI:10.1002/ejoc.201400006

Reference yield:

: p-methylphenyl 4,6-O-benzylidene-2-deoxy-1-thio-D-glucopyranoside

: 1602921-18-5
p-tolyl 4-O-benzyl-3-O-(2-naphthylmethyl)-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-3,6-di-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

2.1: boron trifluoride diethyl etherate; trimethylsilyl trifluoromethanesulfonate / 3 h / -20 - 20 °C

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

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

5.1: N,N-dimethyl-formamide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.42 h / -70 - 20 °C / Molecular sieve

5.2: 24 h / -70 - -50 °C / Molecular sieve; Inert atmosphere

With dmap; N-iodo-succinimide; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium hydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201400006