ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 156626-44-7
• Molecular Formula: C₂₂H₂₈O₄S
• Molecular Weight: 388.528
• Mol file: 156626-44-7.mol

Synonyms:ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

There total 12 articles about ethyl 2,4-di-O-benzoyl-1-thio-α-L-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: 87.0%

C20H28O6S (1542512-13-9) + benzyl bromide (100-39-0) → ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside (156626-44-7)

Guidance literature:

C₂₀H₂₈O₆S; benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

With methanol; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1039/c3ob42277a

Reference yield: 64.0%

benzyl bromide (100-39-0) + ethyl 4-O-benzyl-1-thio-α-L-rhamnopyranoside (132799-03-2) → ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside (156626-44-7)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/0008-6215(94)80059-6

Reference yield: 53.2%

ethyl 4-O-benzyl-2,3-O-benzylidene-1-thio-α-L-rhamnopyranoside → ethyl 3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (130847-19-7) + ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside (156626-44-7)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.25h; Heating;

DOI:10.1016/S0008-6215(01)00196-3

upstream raw materials:

benzyl bromide

ethyl 4-O-benzyl-1-thio-α-L-rhamnopyranoside

benzaldehyde dimethyl acetal

C₂₀H₂₈O₆S

Downstream raw materials:

C₄₄H₅₀O₁₂

Refernces

• 1、 Sajtos, Ferenc,Hajko, Janos,Koever, Katalin E,Liptak, Andras. "Synthesis of the α-D-GlcpA-(1 → 3)-α-L-Rhap-(1 → 2)-L-Rha trisaccharide isolated from the cell wall hydrolyzate of the green alga, Chlorella vulgaris". . p. 253 - 259. Retrieved 2007/10/03.