(R)-3-Phenylbutyric acid

Base Information

• Chemical Name: (R)-3-Phenylbutyric acid
• CAS No.: 772-14-5
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2916399090
• European Community (EC) Number: 822-548-7
• Mol file: 772-14-5.mol

Synonyms:(R)-3-Phenylbutyric acid;772-14-5;(R)-3-phenylbutanoic acid;(3R)-3-phenylbutanoic acid;MFCD00077841;(R)-3-phenylbutanoicacid;SCHEMBL237090;ZZEWMYILWXCRHZ-MRVPVSSYSA-N;AC1152;AKOS025295735;AM85029;CS-12845;CS-0066979;EN300-94758;A917917;(R)-3-Phenylbutyric acid, >=98.5% (sum of enantiomers, GC)

Chemical Property of (R)-3-Phenylbutyric acid

Chemical Property:

• Refractive Index: n20/D 1.517
• Boiling Point: 94-95 °C0.3 mm Hg(lit.)
• PKA: 4.67±0.10(Predicted)
• PSA: 37.30000
• Density: 1.069 g/mL at 20 °C(lit.)
• LogP: 2.26480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-3-Phenylbutyric acid ≥98.5% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC(=O)O)C1=CC=CC=C1
• Isomeric SMILES: C[C@H](CC(=O)O)C1=CC=CC=C1

Technology Process of (R)-3-Phenylbutyric acid

There total 93 articles about (R)-3-Phenylbutyric 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: 98.0%

(R)-3-Phenyl-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (81002-22-4) → (R)-3-phenylbutyric acid (772-14-5) + (-)-8-phenylmenthol (65253-04-5)

Guidance literature:

With sodium methylate; In methanol; water; at 75 ℃; for 24h;

DOI:10.1002/hlca.19810640842

Reference yield: 15.0%

(Z)-3-phenylbut-2-enoic acid (704-79-0) → (R)-3-phenylbutyric acid (772-14-5) + (S)-2-phenylbutanoic acid (4593-90-2,772-15-6)

Guidance literature:

With hydrogen; Ru<(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl>(OCOCH3)2; In methanol; at 15 - 30 ℃; for 70h; under 79040.1 Torr; Title compound not separated from byproducts;

DOI:10.1021/jo00390a043

Reference yield:

C13H18O4 → (R)-3-phenylbutyric acid (772-14-5) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

With water; β‐cyclodextrin; at 30 ℃; enantioselective reaction; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/anie.201102360

upstream raw materials:

3-phenylbutyric acid

(R)-1-phenyl-ethyl-amine

methyl (R)-3-phenylbutanoate

Cinchonidin

Downstream raw materials:

(3R)-1,3-diphenylbutan-1-one

3-methyl-2,3-dihydro-1H-inden-1-one

C₁₅H₂₀O₃

(2R)-hexan-2-ylbenzene

Refernces

• 1、 Chirik, Paul J.,Shevlin, Michael,Zhong, Hongyu. "Cobalt-Catalyzed Asymmetric Hydrogenation of α,β-Unsaturated Carboxylic Acids by Homolytic H2 Cleavage". supporting information. . Retrieved 2020/03/13.
• 2、 Chen, Caiping,Chen, Hui,Cheng, Keguang,Li, Minglei,Liu, Jun,Liu, Shengjie,Sun, Hongbin,Wang, Yue,Wen, Xiaoan,Xu, Qing-Long,Yuan, Haoliang,Zhou, Jin,Zhou, Shuxi,Zhou, Xinyu. "N-benzylpiperidinol derivatives as novel USP7 inhibitors: Structure–activity relationships and X-ray crystallographic studies". supporting information. . Retrieved 2020/06/03.