Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

Base Information

Chemical Name:Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester
CAS No.:288104-40-5
Molecular Formula:C₂₆H₂₆O₁₁S
Molecular Weight:546.552
Hs Code.:

Synonyms:Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

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Chemical Property of Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

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Technology Process of Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

There total 2 articles about Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 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:

: 85-44-9
phthalic anhydride

: 176040-66-7
phenyl 2,3,4-tri-O-acetyl-1-thio-α-D-mannopyranoside

: 288104-40-5
Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1039/b000771o

Reference yield:

: Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 288104-40-5
Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / HF; pyridine

2: Et₃N / CH₂Cl₂

With pyridine; hydrogen fluoride; triethylamine; In dichloromethane; 1: Substitution / 2: Acylation;
DOI:10.1039/b000771o

Reference yield:

: 288104-40-5
Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

: 288104-45-0
C₅₅H₆₆O₂₄Si

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂

2: Bu₂SnO / Microwave irradiation

3: 73 percent / p-TsOH

4: 48 percent / NIS; TfOAg / CH₂Cl₂ / 0 °C

5: 55 percent / NIS; TfOAg / CH₂Cl₂ / -20 °C

With N-iodo-succinimide; thionyl chloride; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In dichloromethane; 1: Substitution / 2: Acylation / 3: Substitution / 4: Cyclization / 5: Etherification;
DOI:10.1039/b000771o