(1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

Base Information

Chemical Name:(1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside
CAS No.:1361093-39-1
Molecular Formula:C₃₄H₄₂O₆
Molecular Weight:546.704
Hs Code.:

Synonyms:

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Chemical Property of (1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

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Technology Process of (1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

There total 3 articles about (1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside 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:

: (+/-)-(1R,2R,5R)-2-hydroxy-5-methylcyclohexyl benzoate

: 169532-17-6,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-α/β-L-fucopyranoside

: 1361093-40-4
(1R,2R,4R)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

: 1361093-39-1
(1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

Guidance literature:: (+/-)-(1R,2R,5R)-2-hydroxy-5-methylcyclohexyl benzoate; ethyl 2,3,4-tri-O-benzyl-1-thio-α/β-L-fucopyranoside; With tetrabutylammomium bromide; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 17h; Molecular sieve;

With lithium hydroxide; In methanol; water; at 50 ℃; for 3.5h;
DOI:10.1002/chem.201102884

Reference yield:

: (+/-)-(1R,2R,4R)-2-(benzoyloxy)-4-methylcyclohexyl 3,5-dinitrobenzoate

: 1361093-40-4
(1R,2R,4R)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

: 1361093-39-1
(1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / methanol / 20 °C

2.1: tetrabutylammomium bromide; copper(ll) bromide / dichloromethane; N,N-dimethyl-formamide / 17 h / 20 °C / Molecular sieve

2.2: 3.5 h / 50 °C

With tetrabutylammomium bromide; triethylamine; copper(ll) bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102884

Reference yield:

: 452-86-8
4-methyl-1,2-dihydroxybenzene

: 1361093-40-4
(1R,2R,4R)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

: 1361093-39-1
(1S,2S,4S)-2-hydroxy-4-methylcyclohexyl 2,3,4-tri-O-benzyl-6-deoxy-α-Lgalactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Rh/Al₂O₃; hydrogen / tetrahydrofuran; hexane / 50 h / 20 °C / 750.08 Torr

1.2: 1.5 h / 0 °C

1.3: 22 h / 20 °C

2.1: triethylamine / methanol / 20 °C

3.1: tetrabutylammomium bromide; copper(ll) bromide / dichloromethane; N,N-dimethyl-formamide / 17 h / 20 °C / Molecular sieve

3.2: 3.5 h / 50 °C

With Rh/Al₂O₃; tetrabutylammomium bromide; hydrogen; triethylamine; copper(ll) bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.3: Mitsunobu reaction;
DOI:10.1002/chem.201102884