methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

Base Information

Chemical Name:methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate
CAS No.:1387509-56-9
Molecular Formula:C₄₀H₅₁NO₁₃S
Molecular Weight:785.91
Hs Code.:

Synonyms:methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

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Chemical Property of methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

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Technology Process of methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

There total 5 articles about methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate 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: 79.0%

: 1387509-48-9
methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

: 1387509-56-9
methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate; With sodium methylate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

In methanol; for 0.0833333h; Inert atmosphere;
DOI:10.1021/ol301779e

Reference yield:

: 1387509-35-4
methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside

: 1387509-56-9
methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 1.25 h / -78 °C / Inert atmosphere

2.1: sodium methylate / methanol / 0.5 h / 20 °C / Inert atmosphere

2.2: Amberlyst 15 ion-exchange resin / 0.08 h / Inert atmosphere

With sodium methylate; In methanol; dichloromethane;
DOI:10.1021/ol301779e

Reference yield:

: 87871-03-2
methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

: 1387509-56-9
methyl (2-S-(methyl 2,3,6-tri-O-benzyl-4-thio-α-D-galactopyranoside)-5-N-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: hydrazine hydrate / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1.25 h / -78 °C / Inert atmosphere

4.1: sodium methylate / methanol / 0.5 h / 20 °C / Inert atmosphere

4.2: Amberlyst 15 ion-exchange resin / 0.08 h / Inert atmosphere

With sodium methylate; hydrazine hydrate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol301779e