4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate

Base Information

• Chemical Name: 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate
• CAS No.: 317350-48-4
• Molecular Formula: C₃₂H₃₂O₆S
• Molecular Weight: 544.668
• Mol file: 317350-48-4.mol

Synonyms:4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate

Chemical Property of 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate

There total 6 articles about 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate 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: 100.0%

3-Hydroxy-4,4-tetramethylene-1-phenylthio-1-hexyn-5-one (317350-58-6) + 2-Benzyloxy-4,5-dimethoxybenzoyl chloride (317350-40-6) → 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate (317350-48-4)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1

Reference yield:

phenylthioacetylene (6228-98-4) → 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate (317350-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nBuLi; HMPA / hexane; tetrahydrofuran / 0.5 h / -50 °C

1.2: 81 percent / hexane; tetrahydrofuran / 0.67 h / -50 °C

2.1: 98 percent / p-TsOH*H₂O / acetone / 1 h / 20 °C

3.1: 100 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; acetone;

DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1

Reference yield:

2-benzyloxy-4,5-dimethoxy-benzaldehyde (14382-86-6) → 4,4-Tetramethylene-5-oxo-1-phenylthio-1-hexyn-3-yl 2-benzyloxy-4,5-dimethoxy benzoate (317350-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / NaHPO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 20 °C

2: SOCl₂ / 8 h / Heating

3: 100 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With dmap; thionyl chloride; 2-methyl-but-2-ene; camphor-10-sulfonic acid; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1

upstream raw materials:

3-Hydroxy-4,4-tetramethylene-1-phenylthio-1-hexyn-5-one

2-Benzyloxy-4,5-dimethoxybenzoyl chloride

phenylthioacetylene

2-benzyloxy-4,5-dimethoxy-benzaldehyde

Downstream raw materials:

4,5-[Di(tert-butyl)silylenedioxy]-7,8-dimethoxy-2,2-tetramethylene-9-phenylsulfinyl-2,3-dihydrobenz[f]indene-1,3-dione

4,5-[Di(tert-butyl)silylenedioxy]-7,8-dimethoxy-2,2-tetramethylene-9-phenylthio-2,3-dihydrobenz[f]indene-1,3-dione

1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione

1-(2-Benzyloxy-4,5-dimethoxyphenyl)-5-hydroxy-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3-dione