ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

Base Information

Chemical Name:ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate
CAS No.:322761-81-9
Molecular Formula:C₄₅H₄₈O₁₀S
Molecular Weight:780.936
Hs Code.:

Synonyms:ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

Chemical Property:

Purity/Quality:: 99.9% ^*data from raw suppliers

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Technology Process of ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

There total 5 articles about ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate 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: 91.0%

: 98-88-4
benzoyl chloride

: 322761-80-8
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside

: 322761-81-9
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

Guidance literature:: With dmap; In pyridine; at 20 ℃; for 6h;
DOI:10.1139/v00-081

Reference yield:

: 98-88-4
benzoyl chloride

: 187404-16-6
benzyl (R)-3-cyclohexyl-2-trifluoromethanesulfonyloxy-propionate

: 56245-60-4,686299-00-3
ethyl 1-thio-β-D-galactopyranoside

: 322761-81-9
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

Guidance literature:: ethyl 1-thio-β-D-galactopyranoside; With di(n-butyl)tin oxide; In methanol; for 2h; Heating / reflux;

benzyl (R)-3-cyclohexyl-2-trifluoromethanesulfonyloxy-propionate; With cesium fluoride; In 1,2-dimethoxyethane; at 20 ℃; for 2h;

benzoyl chloride; With pyridine; dmap; at 0 - 20 ℃; for 0.333333h;

Reference yield:

: 187404-16-6
benzyl (R)-3-cyclohexyl-2-trifluoromethanesulfonyloxy-propionate

: 322761-81-9
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltinoxide / methanol / 2 h / Heating

1.2: 67 percent / CsF / 1,2-dimethoxy-ethane / 1.5 h / 20 °C

2.1: 91 percent / DMAP / pyridine / 6 h / 20 °C

With dmap; di(n-butyl)tin oxide; In pyridine; methanol; 1.1: Condensation / 2.1: Acylation;
DOI:10.1139/v00-081