phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Chemical Name:phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside
CAS No.:858106-56-6
Molecular Formula:C₄₆H₅₆O₁₃SSi
Molecular Weight:877.094
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

There total 4 articles about phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-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: 51.0%

: 2-Chlorocarbonyl-benzoic acid (2R,3R,4S,5S,6R)-3,4,5-trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 131089-34-4
3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside

: Phthalic acid 1-[(2S,3S,4S,5S,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-2-methoxy-tetrahydro-pyran-3-yl] ester 2-((2R,3R,4S,5S,6R)-3,4,5-trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

: 858106-56-6
phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside; With di(n-butyl)tin oxide; In toluene; for 0.0333333h; Heating; microwave irradiation;

2-Chlorocarbonyl-benzoic acid (2R,3R,4S,5S,6R)-3,4,5-trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester; In toluene; at 20 ℃; for 20h;
DOI:10.1055/s-2005-865228

Reference yield:

: phenyl 2,3,4-tri-O-methyl-1-thio-α-D-mannopyranoside

: 858106-56-6
phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / CH₂Cl₂ / 4 h / 20 °C

2.1: SOCl₂; DMF / toluene / 4 h / Heating

3.1: n-Bu₂SnO / toluene / 0.03 h / Heating; microwave irradiation

3.2: 51 percent / toluene / 20 h / 20 °C

With thionyl chloride; di(n-butyl)tin oxide; N,N-dimethyl-formamide; In dichloromethane; toluene;
DOI:10.1055/s-2005-865228

Reference yield:

: Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester; compound with triethyl-amine

: 858106-56-6
phenyl 2,3,4-tri-O-methyl-6-O-[methyl-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranos-3-yloxy)-2-carbonylbenzoyl]-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: SOCl₂; DMF / toluene / 4 h / Heating

2.1: n-Bu₂SnO / toluene / 0.03 h / Heating; microwave irradiation

2.2: 51 percent / toluene / 20 h / 20 °C

With thionyl chloride; di(n-butyl)tin oxide; N,N-dimethyl-formamide; In toluene;
DOI:10.1055/s-2005-865228