Boc-trans-DL-b-Pro-4-(4-chlorophenyl)-OH

Base Information

• Chemical Name: Boc-trans-DL-b-Pro-4-(4-chlorophenyl)-OH
• CAS No.: 851484-56-5
• Molecular Formula: C16H20ClNO4
• Molecular Weight: 325.792
• Mol file: 851484-56-5.mol

Synonyms:1,3-Pyrrolidinedicarboxylic acid, 4-(4-chlorophenyl)-, 1-(1,1-dimethylethyl) ester, (3S,4R)-;

Chemical Property of Boc-trans-DL-b-Pro-4-(4-chlorophenyl)-OH

Chemical Property:

• Boiling Point: 465.1±45.0 °C(Predicted)
• PKA: 4.27±0.40(Predicted)
• PSA: 66.84000
• Density: 1.275±0.06 g/cm3(Predicted)
• LogP: 3.31300

Purity/Quality:

97% ^*data from raw suppliers

(3S,4R)-1-Boc-4-(4-chlorophenyl)pyrrolidine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3S,4R)-1-Boc-4-(4-chlorophenyl)pyrrolidine-3-carboxylic Acid is used to synthesize pyrrolidinecarboxamide derivatives of piperazines as potent agonists of human melanocortin-4 receptor. It is also an intermediate used to prepare substituted 2H-isoquinolin-1-ones as potent Rho-kinase inhibitors.

Technology Process of Boc-trans-DL-b-Pro-4-(4-chlorophenyl)-OH

There total 3 articles about Boc-trans-DL-b-Pro-4-(4-chlorophenyl)-OH 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: 96.0%

tert-butyl (3S,4R)-3-{[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl}-4-(4-chlorophenyl)pyrrolidine-1-carboxylate (851484-55-4) → trans-1-tert-butoxycarbonyl-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid (851484-56-5)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.09.079

Reference yield: 75.0%

1-tert-butyl 3-methyl (3S,4R)-4-(4-chlorophenyl)pyrrolidine-1,3-dicarboxylate (862284-39-7) → trans-1-tert-butoxycarbonyl-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid (851484-56-5)

Guidance literature:

1-tert-butyl 3-methyl (3S,4R)-4-(4-chlorophenyl)pyrrolidine-1,3-dicarboxylate; With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h;

With hydrogenchloride; In water;

Reference yield:

→ trans-1-tert-butoxycarbonyl-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid (851484-56-5)

Guidance literature:

upstream raw materials:

1-tert-butyl 3-methyl (3S,4R)-4-(4-chlorophenyl)pyrrolidine-1,3-dicarboxylate

tert-butyl (3S,4R)-3-{[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]carbonyl}-4-(4-chlorophenyl)pyrrolidine-1-carboxylate

Downstream raw materials:

C₃₅H₅₁ClN₄O₄S