ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside
CAS No.:219518-11-3
Molecular Formula:C₂₂H₂₈Cl₃NO₈S
Molecular Weight:572.891
Hs Code.:

Synonyms:ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

There total 6 articles about ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-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:

: 144923-59-1
ethyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 219518-11-3
ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / HCl / methanol / 16 h / 22 °C

2: 95 percent / TsOH / acetonitrile / 4 h

3: 96 percent / DMAP / pyridine / 1 h / 22 °C

4: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

5: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

6: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; 3 Angstroems MS; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p

Reference yield:

: 186665-14-5
ethyl 2-deoxy-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-glucopyranoside

: 219518-11-3
ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TsOH / acetonitrile / 4 h

2: 96 percent / DMAP / pyridine / 1 h / 22 °C

3: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

4: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

5: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; 3 Angstroems MS; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p

Reference yield:

: 219518-08-8
ethyl 4,6-O-benzylidene-2-deoxy-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-glucopyranoside

: 219518-11-3
ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / DMAP / pyridine / 1 h / 22 °C

2: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

3: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

4: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; 3 Angstroems MS; sodium cyanoborohydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo981204p