syn-3-hydroxy-2-methyl-3-phenylpropanoic acid

Base Information

• Chemical Name: syn-3-hydroxy-2-methyl-3-phenylpropanoic acid
• CAS No.: 64869-25-6
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• Mol file: 64869-25-6.mol

Synonyms:syn-3-hydroxy-2-methyl-3-phenylpropanoic acid

Chemical Property of syn-3-hydroxy-2-methyl-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of syn-3-hydroxy-2-methyl-3-phenylpropanoic acid

There total 54 articles about syn-3-hydroxy-2-methyl-3-phenylpropanoic acid 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: 87.0%

erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one (71699-17-7) → syn-3-hydroxy-2-methyl-3-phenylpropanoic acid (64869-25-6)

Guidance literature:

With periodic acid; In methanol; for 3h; Ambient temperature;

DOI:10.1021/jo01294a030

Reference yield: 85.0%

benzyl (+/-)-(2S,3R)-3-hydroxy-2-methyl-3-phenylpropanoate → (2RS, 3SR)-3-hydroxy-2-methyl-3-phenylpropanoic acid (14366-86-0,14366-87-1,23985-58-2,36041-79-9,64869-25-6,68040-42-6,76549-02-5,76549-04-7,116126-02-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo300139r

Reference yield: 63.0%

(1R,2R)-1-Hydroxy-2,5,5-trimethyl-1-phenyl-4-trimethylsilanyloxy-hexan-3-one (72507-44-9,72523-86-5,103957-66-0,103957-68-2,131614-05-6,131614-06-7,133006-40-3) → syn-3-hydroxy-2-methyl-3-phenylpropanoic acid (64869-25-6)

Guidance literature:

With periodic acid; In methanol;

DOI:10.1021/jo00324a017

upstream raw materials:

ethyl 3-hydroxy-2-methyl-3-phenylpropionate

methyl 3-hydroxy-2-methyl-3-phenylpropanoate

benzaldehyde

propionic acid

Downstream raw materials:

(+)-(2S,3R)-3-hydroxy-2-methyl-3-phenylpropanoic acid

1-propenylbenzene

(+/-)-cis-4-methyl-5-phenyloxazolidin-2-one

methyl 3-hydroxy-2-methyl-3-phenylpropanoate

Refernces

• 1、 Phoon, Chee Wee,Abell, Chris. "Solid phase aldol and conjugate addition reactions using Evans' oxazolidinone chiral auxiliary". . p. 2655 - 2658. Retrieved 1998.
• 2、 Ramachandran, P. Veeraraghavan,Chanda, Prem B.,Otoo, Barnabas. "Anti-Selective enolboration-aldolization of propanoic acid". supporting information. p. 1289 - 1291. Retrieved 2014/03/21.
• 3、 Schulze, Matthias. "Synthesis of 2-Arylethylamines by the Curtius Rearrangement". experimental part. p. 1461 - 1476. Retrieved 2010/07/08.