3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman

Base Information

• Chemical Name: 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman
• CAS No.: 187104-64-9
• Molecular Formula: C₁₉H₂₂O₃S
• Molecular Weight: 330.448
• Mol file: 187104-64-9.mol

Synonyms:3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman

Chemical Property of 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman

There total 6 articles about 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman 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: 76.0%

phenylthiomethyl chloride (7205-91-6) + 3,7-dimethyl-6-hydroxy-8-methoxyisochroman (187104-41-2) → 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman (187104-64-9)

Guidance literature:

With sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; mineral oil of NaH; water;

Reference yield:

3,5-dimethoxy-4-methylphenylmethyl alcohol (35052-27-8) → 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman (187104-64-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / PBr₃ / diethyl ether / 2 h

2: 1.) CuI / 1.) THF, -40 deg C, 10 min, 2.) THF, -25 deg C, 2.5 h

3: 1.) Hg(OAc)2, 2.) NaBH₄ / 1.) THF, H₂O, 20 min, 2.) THF, H₂O, 20 min

4: 1.) NaH / 1.) THF, RT, 45 min

5: tetrahydrofuran / 2 h / 65 °C

6: 1.) ethanethiol, NaH / 1.) DMF, RT, 1 h, 2.) DMF, 130 deg C, 6 h

7: 1.) NaH, 2.) NaI / 1.) HMPA, 30 min, 2.) HMPA, RT, 2 h

With sodium tetrahydroborate; copper(l) iodide; mercury(II) diacetate; phosphorus tribromide; sodium hydride; ethanethiol; sodium iodide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jf960618l

Reference yield:

5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene (35047-51-9) → 3,7-dimethyl-8 methoxy-6-phenylthiomethoxyisochroman (187104-64-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) CuI / 1.) THF, -40 deg C, 10 min, 2.) THF, -25 deg C, 2.5 h

2: 1.) Hg(OAc)2, 2.) NaBH₄ / 1.) THF, H₂O, 20 min, 2.) THF, H₂O, 20 min

3: 1.) NaH / 1.) THF, RT, 45 min

4: tetrahydrofuran / 2 h / 65 °C

5: 1.) ethanethiol, NaH / 1.) DMF, RT, 1 h, 2.) DMF, 130 deg C, 6 h

6: 1.) NaH, 2.) NaI / 1.) HMPA, 30 min, 2.) HMPA, RT, 2 h

With sodium tetrahydroborate; copper(l) iodide; mercury(II) diacetate; sodium hydride; ethanethiol; sodium iodide; In tetrahydrofuran;

DOI:10.1021/jf960618l

upstream raw materials:

phenylthiomethyl chloride

3,7-dimethyl-6-hydroxy-8-methoxyisochroman

3,5-dimethoxy-4-methylphenylmethyl alcohol

5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene

Downstream raw materials:

3,7-dimethyl-8-hydroxy-6-phenylthiomethoxyisochroman