1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside
CAS No.:904691-63-0
Molecular Formula:C₄₄H₄₅Cl₇N₂O₁₉S
Molecular Weight:1186.08
Hs Code.:

1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

Synonyms:1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

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Chemical Property of 1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

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Technology Process of 1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

There total 6 articles about 1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-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: 76.0%

: 904691-61-8
1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(2,3-di-O-acetyl-4,6-O-benzylidene)-1-thio-β-D-galactopyranoside

: 3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimidogalactopyranosyl chloride

: 904691-63-0
1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: 1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(2,3-di-O-acetyl-4,6-O-benzylidene)-1-thio-β-D-galactopyranoside; 3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimidogalactopyranosyl chloride; With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 3h;

With silver trifluoromethanesulfonate; for 2.5h; cooling;
DOI:10.1002/anie.200600591

Reference yield:

: 904691-58-3
[2-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-ethyl]-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

: 904691-63-0
1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1.74 g / camphorsulfonic acid / acetonitrile / 20 °C

2.1: 77 percent / pyridine; DMAP / 24 h / cooling

3.1: acetic acid / H₂O / 4 h / 70 °C

4.1: 1.19 g / triethylamine / CH₂Cl₂ / 25.5 h / -20 - 20 °C

5.1: 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / 20 °C

5.2: 76 percent / AgOTf / 2.5 h / cooling

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; camphor-10-sulfonic acid; acetic acid; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1002/anie.200600591

Reference yield:

: acetic acid 3-acetoxy-5-hydroxy-6-hydroxymethyl-2-[2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-ethylsulfanyl]-tetrahydro-pyran-4-yl ester

: 904691-63-0
1,1-dimethyl-2,2,2-trichloroethyl N-(2-mercaptoethyl)carbamate-(3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.19 g / triethylamine / CH₂Cl₂ / 25.5 h / -20 - 20 °C

2.1: 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / 20 °C

2.2: 76 percent / AgOTf / 2.5 h / cooling

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; triethylamine; In dichloromethane;
DOI:10.1002/anie.200600591