2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Base Information

• Chemical Name: 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran
• CAS No.: 245469-68-5
• Molecular Formula: C₂₈H₃₀ClIO₆S
• Molecular Weight: 656.966
• Mol file: 245469-68-5.mol

Synonyms:2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Chemical Property of 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

There total 11 articles about 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran 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: 88.0%

p-Chlorothiophenol (106-54-7) + 2-[3-methoxy-4-(2-bromoethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran → 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran (245469-68-5)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 84.0%

1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)-1,4-butanediol (245469-67-4) → 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran (245469-68-5)

Guidance literature:

With phosphoric acid; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4020(99)00544-X

Reference yield:

1-(4-hydroxy-3-iodo-5-methoxy-phenyl)ethan-1-one (103440-59-1) → 2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran (245469-68-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 50 percent / K₂CO₃ / dimethylformamide / 3.5 h / 78 °C

2: 88 percent / CH₃ONa / tetrahydrofuran / 8 h / 20 °C

3: aq. HCl / propan-2-ol / 3 h / Heating

4: 97 percent / ethyl acetate / 2 h / 20 °C

5: 90 percent / ethyl acetate; H₂O / 4 h / Heating

6: 89 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 4.5 h / 65 °C

7: 88 percent / NaBH₄ / tetrahydrofuran; methanol / 2.5 h / 20 °C

8: 84 percent / orthophosphoric acid / benzene / 1 h / Heating

With hydrogenchloride; sodium tetrahydroborate; phosphoric acid; sodium methylate; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; benzene; 1: Alkylation / 2: Substitution / 3: Condensation / 4: Alkylation / 5: Elimination / 6: Condensation / 7: Reduction / 8: Cyclization;

DOI:10.1016/S0040-4020(99)00544-X

upstream raw materials:

1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)-1,4-butanediol

p-Chlorothiophenol

1-(4-hydroxy-3-iodo-5-methoxy-phenyl)ethan-1-one

1-(3-methoxy-4-hydroxyphenyl)ethanone

Downstream raw materials:

(+/-)-trans-2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-cyanophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

(+/-)-cis-2-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-cyanophenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran