3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol

Base Information

• Chemical Name: 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol
• CAS No.: 184969-87-7
• Molecular Formula: C₁₃H₁₆Cl₂O₂S₂
• Molecular Weight: 339.307

Synonyms:3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol

Chemical Property of 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol

Chemical Property:

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Technology Process of 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol

There total 2 articles about 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol 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%

2-[1-(3,4-dichloro-phenyl)-2-methoxycarbonyl-ethyl]-[1,3]dithiolane-2-carboxylic acid ethyl ester (184969-85-5) → 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol (184969-87-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 23 ℃;

DOI:10.1016/S0960-894X(00)00464-9

Reference yield:

methyl 3-(3,4-dichlorophenyl)-2-propenoate (82475-75-0) → 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol (184969-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / LiN(TMS)2 / tetrahydrofuran / -78 °C

2: 92 percent / LiAlH₄ / tetrahydrofuran / 0 - 23 °C

With lithium aluminium tetrahydride; lithium hexamethyldisilazane; In tetrahydrofuran; 1: Addition / 2: Reduction;

DOI:10.1016/S0960-894X(00)00464-9

Reference yield: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3-(3,4-dichloro-phenyl)-3-(2-hydroxymethyl-[1,3]dithiolan-2-yl)-propan-1-ol (184969-87-7) → {2-[3-(tert-butyl-dimethyl-silanyloxy)-1-(3,4-dichloro-phenyl)-propyl]-[1,3]dithiolan-2-yl}-methanol (184969-89-9)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 0 - 23 ℃;

DOI:10.1016/S0960-894X(00)00464-9

upstream raw materials:

2-[1-(3,4-dichloro-phenyl)-2-methoxycarbonyl-ethyl]-[1,3]dithiolane-2-carboxylic acid ethyl ester

methyl 3-(3,4-dichlorophenyl)-2-propenoate

Downstream raw materials:

{2-[3-(tert-butyl-dimethyl-silanyloxy)-1-(3,4-dichloro-phenyl)-propyl]-[1,3]dithiolan-2-yl}-methanol

1-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-(3,4-dichlorophenyl)-5-formyl-2(Z)-pentanone O-methyl-oxime

1-[[3,5-Bis(trifluoromethyl)phenyl]methoxy]-3-(3,4-dichloro-phenyl)-5-hydroxy-2-pentanone

1-(3,5-bis-trifluoromethyl-benzyloxy)-3-(3,4-dichloro-phenyl)-5-hydroxy-pentan-2-one O-methyl-oxime

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