ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

Base Information

Chemical Name:ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside
CAS No.:176039-82-0
Molecular Formula:C₁₈H₂₅ClO₅S
Molecular Weight:388.913
Hs Code.:

Synonyms:ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

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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-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

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Technology Process of ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

There total 5 articles about ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside 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: 95.0%

: 176039-81-9
ethyl 3-O-benzyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

: 541-88-8
Chloroacetic anhydride

: 176039-82-0
ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1016/0040-4020(96)00035-X

Reference yield:

: 100-39-0
benzyl bromide

: 176039-82-0
ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1.5 h, 2.) DMF, RT, 17 h

2: 95 percent / NaHCO₃ / dimethylformamide / 1.5 h / Ambient temperature

With di(n-butyl)tin oxide; sodium hydrogencarbonate; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00035-X

Reference yield:

: 145124-97-6
ethyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-D-mannopyranoside

: 176039-82-0
ethyl 3-O-benzyl-2-O-chloroacetyl-4-O-methyl-1-thio-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 1 h / Ambient temperature

2: 85 percent / acetic acid / H₂O / 18 h / 50 °C

3: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1.5 h, 2.) DMF, RT, 17 h

4: 95 percent / NaHCO₃ / dimethylformamide / 1.5 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; acetic acid; cesium fluoride; In water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00035-X