cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

Base Information

Chemical Name:cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside
CAS No.:1454689-89-4
Molecular Formula:C₂₉H₃₄Cl₃NO₇
Molecular Weight:614.95
Hs Code.:

Synonyms:cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

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Chemical Property of cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

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Technology Process of cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

There total 5 articles about cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-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: 65.0%

: 1454689-85-0
phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

: 108-93-0
cyclohexanol

: 1454689-89-4
cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

Guidance literature:: phenyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside; cyclohexanol; With N-iodo-succinimide; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 0.5h; Temperature; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja405588x

Reference yield:

: 100-39-0
benzyl bromide

: 1454689-89-4
cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide; trimethylphosphane / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.1: N-iodo-succinimide / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

With N-iodo-succinimide; sodium hydride; triethylamine; sodium hydroxide; trimethylphosphane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja405588x

Reference yield:

: 819798-40-8
phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

: 1454689-89-4
cyclohexyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-[(2,2,2-trichloroethoxy)carbonyl]amino-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide; trimethylphosphane / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.1: N-iodo-succinimide / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

With N-iodo-succinimide; sodium hydride; triethylamine; sodium hydroxide; trimethylphosphane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja405588x