(3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate

Base Information

• Chemical Name: (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate
• CAS No.: 152397-94-9
• Molecular Formula: C₁₁H₁₂Cl₂O₄
• Molecular Weight: 279.12
• Mol file: 152397-94-9.mol

Synonyms:(3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate

Chemical Property of (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate

There total 6 articles about (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate 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: 83.0%

4-methoxy-benzaldehyde (123-11-5) + (2,2-dichloro-1-methoxy-vinyloxy)-trimethysilane (199783-35-2) → (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate (152397-94-9)

Guidance literature:

Kiyooka's chiral oxaborolidine; In dichloromethane; at -78 ℃; for 7h;

DOI:10.1016/S0040-4039(00)02235-8

Reference yield:

4-methoxy-benzaldehyde (123-11-5) + dichloro-trimethylsilanyl-acetic acid methyl ester → (R)-2,2-Dichloro-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester + (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate (152397-94-9)

Guidance literature:

chiral oxaborolidine; In dichloromethane; at -78 ℃; for 7h;

DOI:10.1016/S0040-4039(00)02235-8

Reference yield:

methyl 3-(4-methoxybenzoyl)acetate (22027-50-5) → (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate (152397-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.5 percent / SO₂Cl₂ / CCl₄ / 20 h / Heating

2: (+)-β-chlorodiisopinocamphenylborane / tetrahydrofuran / 336 h / Ambient temperature

With sulfuryl dichloride; B-chlorodiisopinocampheylborane; In tetrahydrofuran; tetrachloromethane;

DOI:10.1248/cpb.41.643

upstream raw materials:

methyl 2,2-dichloro-3-(4-methoxyphenyl)-3-oxopropionate

4-methoxy-benzaldehyde

(2,2-dichloro-1-methoxy-vinyloxy)-trimethysilane

methyl 3-(4-methoxybenzoyl)acetate

Downstream raw materials:

(S)-2-Chloro-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester

methyl (2R,3S)-3-(4-methoxyphenyl)glycidate