S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside

Base Information

• Chemical Name: S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside
• CAS No.: 940006-52-0
• Molecular Formula: C₁₉H₂₂O₄S
• Molecular Weight: 346.447
• Mol file: 940006-52-0.mol

Synonyms:S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside

Chemical Property of S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside

There total 10 articles about S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside 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: 85.0%

phenyl 2,3-di-O-benzyl-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside (940006-61-1) → phenyl 2-O-benzyl-1-thio-α-L-rhamnopyranoside (849938-16-5) + phenyl 2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside + S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside (940006-52-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃;

DOI:10.1021/jo062411p

Reference yield: 78.0%

benzyl bromide (100-39-0) + phenyl 1-thio-α-L-rhamnopyranose (1214-98-8,105026-40-2,127061-11-4,131724-82-8) → S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside (940006-52-0)

Guidance literature:

phenyl 1-thio-α-L-rhamnopyranose; With di(n-butyl)tin oxide; In benzene; for 3h; Heating;

benzyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;

DOI:10.1021/jo062411p

Reference yield: 76.0%

phenyl 1-thio-α-L-rhamnopyranose (1214-98-8,105026-40-2,127061-11-4,131724-82-8) + benzyl chloride (100-44-7) → S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside (940006-52-0)

Guidance literature:

phenyl 1-thio-α-L-rhamnopyranose; With di(n-butyl)tin oxide; In benzene; for 10h; Heating;

benzyl chloride; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 50 ℃; for 3h; Further stages.;

DOI:10.1016/j.carres.2008.05.009

upstream raw materials:

phenyl 2,3-di-O-benzyl-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside

benzyl bromide

phenyl 1-thio-α-L-rhamnopyranose

phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

phenyl 6-deoxy-3-O-benzyl-2-O-pivaloyl-1-thio-α-L-rhamnopyranose

Refernces

• 1、 Crich, David,Vinogradova, Olga. "Facile oxidative cleavage of 4-O-benzyl ethers with dichlorodicyanoquinone in rhamno- and mannopyranosides". . p. 3581 - 3584. Retrieved 2008/02/04.