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

Base Information

Chemical Name:1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione
CAS No.:317350-49-5
Molecular Formula:C₃₂H₃₀O₆S
Molecular Weight:542.653
Hs Code.:

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

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

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

There total 9 articles about 1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione 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: 64.0%

: 317350-59-7
1-(2-Benzyloxy-4,5-dimethoxyphenyl)-5-hydroxy-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3-dione

: 317350-49-5
1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione

Guidance literature:: With pyridinium trifluroacetate; dimethyl sulfoxide; pyridinium chlorochromate; In benzene; at 20 ℃; for 1h;
DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1

Reference yield:

: 6228-98-4
phenylthioacetylene

: 317350-49-5
1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione

Guidance literature:: Multi-step reaction with 5 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

4.1: 88 percent / LiN(TMS)2 / tetrahydrofuran / 0.5 h / -78 °C

5.1: 64 percent / DMSO; PCC; pyridinium trifluoroacetate / benzene / 1 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; pyridinium trifluroacetate; toluene-4-sulfonic acid; dimethyl sulfoxide; pyridinium chlorochromate; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; acetone; benzene;
DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1

Reference yield:

: 14382-86-6
2-benzyloxy-4,5-dimethoxy-benzaldehyde

: 317350-49-5
1-(2-Benzyloxy-4,5-dimethoxyphenyl)-4,4-tetramethylene-7-phenylthio-6-heptyne-1,3,5-trione

Guidance literature:: Multi-step reaction with 5 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

4: 88 percent / LiN(TMS)2 / tetrahydrofuran / 0.5 h / -78 °C

5: 64 percent / DMSO; PCC; pyridinium trifluoroacetate / benzene / 1 h / 20 °C

With dmap; thionyl chloride; 2-methyl-but-2-ene; camphor-10-sulfonic acid; pyridinium trifluroacetate; dimethyl sulfoxide; pyridinium chlorochromate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1002/1521-3765(20001103)6:21<3897::AID-CHEM3897>3.0.CO;2-1