Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Name:Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester
CAS No.:502763-80-6
Molecular Formula:C₂₈H₃₀O₇S
Molecular Weight:510.608
Hs Code.:

Synonyms:Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

There total 7 articles about Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl 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:

: 220645-56-7
p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

: 502763-80-6
Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/1521-3773(20021104)41:21<4098::AID-ANIE4098>3.0.CO;2-P

Reference yield:

: 1152-39-2,28244-98-6,121523-95-3,131488-68-1
p-methylphenyl-1-thio-β-D-galactopyranoside

: 502763-80-6
Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole; N,N-dimethylformamide

2.1: camphorsulfonic acid / acetone

3.1: pyridine / CH₂Cl₂

4.1: CH₃COOH / H₂O / 80 °C

5.1: (n-C₄H₉)2SnO / benzene; toluene / 18 h / 120 °C

5.2: (n-C₄H₉)4NI / toluene / 6 h / 90 °C

6.1: tetrabutylammonium fluoride / tetrahydrofuran

With pyridine; 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; di(n-butyl)tin oxide; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; benzene;
DOI:10.1002/1521-3773(20021104)41:21<4098::AID-ANIE4098>3.0.CO;2-P

Reference yield:

: 28244-94-2,28244-99-7,86782-41-4,131488-65-8
4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

: 502763-80-6
Benzoic acid (2S,3R,4S,5S,6R)-5-hydroxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaOCH₃; CH₃OH / CH₂Cl₂

2.1: imidazole; N,N-dimethylformamide

3.1: camphorsulfonic acid / acetone

4.1: pyridine / CH₂Cl₂

5.1: CH₃COOH / H₂O / 80 °C

6.1: (n-C₄H₉)2SnO / benzene; toluene / 18 h / 120 °C

6.2: (n-C₄H₉)4NI / toluene / 6 h / 90 °C

7.1: tetrabutylammonium fluoride / tetrahydrofuran

With pyridine; 1H-imidazole; methanol; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; di(n-butyl)tin oxide; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; benzene; 1.1: Zemplen deacylation;
DOI:10.1002/1521-3773(20021104)41:21<4098::AID-ANIE4098>3.0.CO;2-P