4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester
CAS No.:502692-36-6
Molecular Formula:C₄₀H₄₄O₈S
Molecular Weight:684.851
Hs Code.:

Synonyms:4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

There total 10 articles about 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-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:

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

: 502692-36-6
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 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

7.1: 90 percent / NaH; (n-C₄H₉)4NI; N,N-dimethylformamide

8.1: NaOCH₃; CH₃OH / CH₂Cl₂

9.1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine

With pyridine; 1H-imidazole; methanol; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; benzene; 8.1: Zemplen deacylation;
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

: 502692-36-6
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 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

8.1: 90 percent / NaH; (n-C₄H₉)4NI; N,N-dimethylformamide

9.1: NaOCH₃; CH₃OH / CH₂Cl₂

10.1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine

With pyridine; 1H-imidazole; methanol; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; benzene; 1.1: Zemplen deacylation / 9.1: Zemplen deacylation;
DOI:10.1002/1521-3773(20021104)41:21<4098::AID-ANIE4098>3.0.CO;2-P

Reference yield:

: 502763-89-5
4-methylphenyl 6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 502692-36-6
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: camphorsulfonic acid / acetone

2.1: pyridine / CH₂Cl₂

3.1: CH₃COOH / H₂O / 80 °C

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

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

5.1: tetrabutylammonium fluoride / tetrahydrofuran

6.1: 90 percent / NaH; (n-C₄H₉)4NI; N,N-dimethylformamide

7.1: NaOCH₃; CH₃OH / CH₂Cl₂

8.1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 4-dimethylaminopyridine

With pyridine; methanol; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; benzene; 7.1: Zemplen deacylation;
DOI:10.1002/1521-3773(20021104)41:21<4098::AID-ANIE4098>3.0.CO;2-P