p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1602921-61-8
Molecular Formula:C₆₅H₇₀O₁₂S
Molecular Weight:1075.33
Hs Code.:

p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 16 articles about p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-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:

: 1602921-35-6
C₃₁H₃₀O₄S

: 1602921-61-8
p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / dichloromethane; methanol / 15 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 1 h / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 13 h / 40 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 9 h / 20 °C / Inert atmosphere

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 5 h

6.1: N,N-dimethyl-formamide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.17 h / -70 °C / Molecular sieve

6.2: 14 h / -50 °C / Molecular sieve

7.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / 22 h / -70 - -50 °C

With dmap; N-iodo-succinimide; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/ejoc.201400006

Reference yield:

: 1602921-36-7
C₂₄H₂₆O₄S

: 1602921-61-8
p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 1 h / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 13 h / 40 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 9 h / 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 5 h

5.1: N,N-dimethyl-formamide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.17 h / -70 °C / Molecular sieve

5.2: 14 h / -50 °C / Molecular sieve

6.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / 22 h / -70 - -50 °C

With dmap; N-iodo-succinimide; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; triethylamine; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201400006

Reference yield:

: 1602921-37-8
C₃₁H₃₂O₆S₂

: 1602921-61-8
p-tolyl 4-O-methyl-2,6-di-deoxy-3-O-(2-naphthylmethyl)-α-D-galactopyranosyl-(1→3)-4-O-benzoyl-2,6-di-deoxy-D-galactopyranosyl-(14)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 13 h / 40 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 9 h / 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 5 h

4.1: N,N-dimethyl-formamide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.17 h / -70 °C / Molecular sieve

4.2: 14 h / -50 °C / Molecular sieve

5.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / 22 h / -70 - -50 °C

With dmap; N-iodo-succinimide; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; triethylamine; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201400006