phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

Base Information

Chemical Name:phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside
CAS No.:1345664-73-4
Molecular Formula:C₃₄H₃₄O₄S
Molecular Weight:538.708
Hs Code.:

Synonyms:phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

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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 phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

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Technology Process of phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

There total 8 articles about phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside 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:

: 1378357-82-4
phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

: 1345664-73-4
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

Guidance literature:: phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside; With n-butyllithium; Methyltriphenylphosphonium bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexane; water;

Reference yield:

: 1378357-82-4
phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1345664-73-4
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Inert atmosphere;

phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201100396

Reference yield:

: 152488-26-1
phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1345664-73-4
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -70 °C / Inert atmosphere

1.2: 1.25 h / -70 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 20 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig olefinization / 2.2: Wittig olefinization;
DOI:10.1002/chem.201100396