ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

Base Information

Chemical Name:ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside
CAS No.:1323374-33-9
Molecular Formula:C₃₉H₄₅NO₁₈S
Molecular Weight:847.848
Hs Code.:

ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

Synonyms:ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

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Chemical Property of ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

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Technology Process of ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

There total 4 articles about ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside 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: 54.0%

: 1323374-40-8
methyl [benzoxazol-2-yl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-D-galactonon-2-ulopyranoside]onate

: 154391-05-6
2,3-di-O-benzoyl-1-ethylthio-β-D-galactopyranoside

: 1323374-33-9
ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

Guidance literature:: methyl [benzoxazol-2-yl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-D-galactonon-2-ulopyranoside]onate; 2,3-di-O-benzoyl-1-ethylthio-β-D-galactopyranoside; In tetrahydrofuran; dichloromethane; Molecular sieve; Inert atmosphere;

With silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; at -40 ℃; for 16h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201100539

Reference yield:

: 1323374-40-8
methyl [benzoxazol-2-yl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-D-galactonon-2-ulopyranoside]onate

: 154391-05-6
2,3-di-O-benzoyl-1-ethylthio-β-D-galactopyranoside

: ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

: 1323374-33-9
ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

Guidance literature:: methyl [benzoxazol-2-yl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-D-galactonon-2-ulopyranoside]onate; 2,3-di-O-benzoyl-1-ethylthio-β-D-galactopyranoside; In tetrahydrofuran; dichloromethane; at -40 ℃; for 2h; Molecular sieve; Inert atmosphere;

With silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; at 0 ℃; for 1h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201100539

Reference yield:

: 929882-35-9
methyl [2-thiophenyl 7,8,9-tri-O-acetyl-4,5-O,N-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

: 1323374-33-9
ethyl O-[methyl [7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl]onate]-(2->6)-2,3-di-O-benzoyl-1-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Iodine monochloride / dichloromethane / 3 h / 0 °C / Molecular sieve

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: tetrahydrofuran; dichloromethane / Molecular sieve; Inert atmosphere

3.2: 16 h / -40 °C / Inert atmosphere

With Iodine monochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100539