2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)-

Base Information

• Chemical Name: 2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)-
• CAS No.: 226915-53-3
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• DSSTox Substance ID: DTXSID80432820
• Wikidata: Q82246933
• Mol file: 226915-53-3.mol

Synonyms:226915-53-3;2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)-;Benzyl (4R)-4-hydroxypent-2-ynoate;(R)-Benzyl 4-hydroxypent-2-ynoate;SCHEMBL471679;DTXSID80432820;(r)-benzyl-4-hydroxyl-2-pentynoate

Chemical Property of 2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)-

Chemical Property:

• Boiling Point: 354.9±35.0 °C(Predicted)
• PKA: 13.23±0.20(Predicted)
• PSA: 46.53000
• Density: 1.180±0.06 g/cm3(Predicted)
• LogP: 1.11400
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.078644241
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#CC(=O)OCC1=CC=CC=C1)O
• Isomeric SMILES: C[C@H](C#CC(=O)OCC1=CC=CC=C1)O

Technology Process of 2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)-

There total 2 articles about 2-Pentynoic acid, 4-hydroxy-, phenylmethyl ester, (4R)- 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: 29.9%

(R)-4-(Tetrahydro-pyran-2-yloxy)-pent-2-ynoic acid benzyl ester → (2R)-4-hydroxypentyl-2-ynoic acid benzyl ester (226915-53-3)

Guidance literature:

With DOWEX 5WX₈-100 resin; In methanol; at 20 ℃;

DOI:10.1021/jm061043e

Reference yield:

C15H20O3Si → (2R)-4-hydroxypentyl-2-ynoic acid benzyl ester (226915-53-3)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; hexane; toluene; at 20 ℃; for 1h;

DOI:10.1021/op010235a

Reference yield: 99.0%

(2R)-4-hydroxypentyl-2-ynoic acid benzyl ester (226915-53-3) → C12H14O3

Guidance literature:

With hydrogen; In ethyl acetate; for 1.25h; under 760.051 Torr;

Downstream raw materials:

(2R)-4-(3-cyclohex-1-enylacryloyloxy)pent-2-ynoic acid benzyl ester

C₂₃H₂₄O₆

(2R)-4-hydroxypent-(Z)-2-enoic acid benzyl ester

C₂₁H₁₈O₄

Refernces

• 1、 -. "Thrombin Receptor Antagonists Based On The Modified Tricyclic Unit Of Himbacine". Page/Page column 34-35. . Retrieved 2008/06/13.
• 2、 Chackalamannil, Samuel,Xia, Yan,Greenlee, William J.,Clasby, Martin,Doller, Darìo,Tsai, Hsingan,Asberom, Theodros,Czarniecki, Michael,Ahn, Ho-Sam,Boykow, George,Foster, Carolyn,Agans-Fantuzzi, Jacqueline,Bryant, Matthew,Lau, Janice,Chintala, Madhu. "Discovery of potent orally active thrombin receptor (protease activated receptor 1) antagonists as novel antithrombotic agents". . p. 5884 - 5887. Retrieved 2007/10/03.