ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside
• CAS No.: 262605-30-1
• Molecular Formula: C₃₃H₃₈O₈S
• Molecular Weight: 594.726

Synonyms:ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside

Chemical Property:

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Technology Process of ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside

There total 1 articles about ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside 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%

succinic acid anhydride (108-30-5) + ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside (39483-51-7,119645-03-3,126461-54-9,128850-50-0) → ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside (262605-30-1)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(99)01053-4

Reference yield: 84.0%

ethyl 2,3,4-tri-O-benzyl-6-O-(hydroxycarbonylethanoyl)-1-thio-α-D-mannopyranoside (260779-97-3) + ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside (262605-30-1) → benzyl 3-O-benzoyl-4,6-O-benzylidene-2-O-[4-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,4-dioxobutyl]-α-D-galactopyranoside

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/1522-2675(20001004)83:10<2676::AID-HLCA2676>3.0.CO;2-K

Reference yield: 67.0%

benzyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (66432-48-2) + ethyl 2,3,4-tri-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-1-thio-α-D-mannopyranoside (262605-30-1) → ethyl 2,3,4-tri-O-benzyl-6-O-[3-(2-O-benzoyl-1-O-benzyl-4,6-O-benzylidene-α-D-glucopyranos-3-yloxy)-carbonylpropanoyl]-1-thio-α-D-mannopyranoside

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 30h;

DOI:10.1016/S0040-4020(99)01053-4

upstream raw materials:

succinic acid anhydride

ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

benzyl 2,3-di-O-benzoyl-6-O-[4-(ethyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranosid-6-O-yl)-1,4-dioxobutyl]-α-D-galactopyranoside

benzyl O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)(1->4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside-3,6-succinate

benzyl O-(2,3,4-tri-O-benzyl-α-D-mannopyranosyl)(1->4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside-3,6-succinate

ethyl 2,3,4-tri-O-benzyl-6-O-[3-(2-O-benzoyl-1,6-di-O-benzyl-α-D-glucopyranos-3-yloxy)-carbonylpropanoyl]-1-thio-α-D-mannopyranoside

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