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

Base Information

Chemical Name:p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside
CAS No.:220645-56-7
Molecular Formula:C₄₄H₄₈O₇SSi
Molecular Weight:749.012
Hs Code.:

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

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Chemical Property of p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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Technology Process of p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

There total 10 articles about p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside 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: 92.0%

: 220645-48-7
p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

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

Guidance literature:: With acetic acid; hydrazine; In tetrahydrofuran; methanol; for 4h;
DOI:10.1021/ja982232s

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 502763-91-9
Benzoic acid (2S,3R,4S,5R,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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

Guidance literature:: Benzoic acid (2S,3R,4S,5R,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester; With di(n-butyl)tin oxide; In toluene; benzene; at 120 ℃; for 18h;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In toluene; at 90 ℃; for 6h;
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

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

Guidance literature:: Multi-step reaction with 5 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

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