7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)-

Base Information

• Chemical Name: 7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)-
• CAS No.: 130423-14-2
• Molecular Formula: C₁₇H₁₇ClO₅S
• Molecular Weight: 368.838
• UNII: 45040LTJ4E
• DSSTox Substance ID: DTXSID30156549
• Nikkaji Number: J330.311J
• Wikidata: Q27258777
• Mol file: 130423-14-2.mol

Synonyms:130423-14-2;7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)-;45040LTJ4E;UNII-45040LTJ4E;DTXSID30156549;Q27258777;SPIRO(BENZOFURAN-2(3H),1'-(2)CYCLOHEXENE)-3,4'-DIONE, 7-CHLORO-4,6-DIMETHOXY-6'-METHYL-2'-(METHYLTHIO)-, (1'R,6'R)-REL-;trans-(+/-)-7-chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione

Chemical Property of 7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 368.0485225
• Heavy Atom Count: 24
• Complexity: 579

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)SC
• Isomeric SMILES: C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)SC

Technology Process of 7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)-

There total 4 articles about 7-Chloro-4,6-dimethoxy-6'-methyl-2'-(methylthio)-spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, trans-(+/-)- 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: 66.0%

7-chloro-4,6-dimethoxy-2-<5-methoxy-1-(methylthio)-3-oxohexylidene>-3(2H)-benzofuranone (132692-41-2) → dl-2'-demethoxy-2'-(methylthio)griseofulvin (26881-62-9,130423-14-2,132748-22-2)

Guidance literature:

With aluminum oxide; In diethyl ether; for 6h; Heating;

DOI:10.1055/s-1990-26942

Reference yield: 0.9%

7-chloro-4,6-dimethoxy-2-<5-methoxy-1-(methylthio)-3-oxohexylidene>-3(2H)-benzofuranone (132692-41-2) → dl-2'-demethoxy-2'-(methylthio)griseofulvin (26881-62-9,130423-14-2,132748-22-2) + dl-2'-demethoxy-2'-(methylthio)epigriseofulvin

Guidance literature:

With aluminum oxide; In tetrahydrofuran; for 10h; Heating;

DOI:10.1248/cpb.45.327

Reference yield:

1,1-bis(methylthio)-3-trimethylsilyloxy-1,3-butadiene (77149-44-1) → dl-2'-demethoxy-2'-(methylthio)griseofulvin (26881-62-9,130423-14-2,132748-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / trityl perchlorate / CH₂Cl₂ / 0.17 h / 0 °C

2: 67 percent / t-BuOK / dimethylformamide / 0.5 h / 0 °C

3: 66 percent / alumina / diethyl ether / 6 h / Heating

With aluminum oxide; potassium tert-butylate; triphenylmethyl perchlorate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1990-26942

upstream raw materials:

7-chloro-4,6-dimethoxy-2-<5-methoxy-1-(methylthio)-3-oxohexylidene>-3(2H)-benzofuranone

1,1-bis(methylthio)-3-trimethylsilyloxy-1,3-butadiene

5-Methoxy-1,1-bis-methylsulfanyl-hex-1-en-3-one

Downstream raw materials:

griseofulvin