Boc-D-phe-pro-OH

Base Information

• Chemical Name: Boc-D-phe-pro-OH
• CAS No.: 38675-10-4
• Molecular Formula: C19H26N2O5
• Molecular Weight: 362.426
• European Community (EC) Number: 609-570-0
• DSSTox Substance ID: DTXSID401198018
• Nikkaji Number: J553.905F
• Mol file: 38675-10-4.mol

Synonyms:BOC-D-PHE-PRO-OH;38675-10-4;138971-65-0;BOC-D-DIPHENYLALANINE-L-PROLINE;(2S)-1-[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylic acid;(S)-1-((R)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid;Boc-D-PheL-Pro-OH;Boc-D-Phe-L-Pro-OH;SCHEMBL5900839;ZPRHVPHDENDZTP-CABCVRRESA-N;DTXSID401198018;MFCD00237546;AT16980;BS-17179;CS-0132984;N-[(1,1-Dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline;(S)-1-((R)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid

Chemical Property of Boc-D-phe-pro-OH

Chemical Property:

• Vapor Pressure: 5.63E-15mmHg at 25°C
• Melting Point: 171-174 °C
• Refractive Index: 1.554
• Boiling Point: 594.4 °C at 760 mmHg
• PKA: 3.51±0.20(Predicted)
• Flash Point: 313.3 °C
• PSA: 95.94000
• Density: 1.225 g/cm³
• LogP: 2.52680
• Storage Temp.: -15°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 362.18417193
• Heavy Atom Count: 26
• Complexity: 523

Purity/Quality:

97% ^*data from raw suppliers

Boc-D-Phe-Pro-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)N2CCCC2C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)O
• Uses: Boc-D-Phe-Pro-OH is used as a reactant in the preparation of Phe-Pro-p-amidinobenzylamine analogs as potent and highly selective thrombin inhibitors.

Technology Process of Boc-D-phe-pro-OH

There total 10 articles about Boc-D-phe-pro-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: 93.0%

Boc-D-Phe-L-Pro-OMe (126251-09-0) → N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline (38675-10-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.chembiol.2020.11.004

Reference yield: 85.0%

(S)-benzyl 1-((R)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)pyrrolidine-2-carboxylate (64471-88-1) → N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline (38675-10-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00028a004

Reference yield: 85.0%

→ N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline (38675-10-4)

Guidance literature:

upstream raw materials:

(S)-benzyl 1-((R)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)pyrrolidine-2-carboxylate

L-proline

Boc-D-Phe-OH

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

Boc-D-phenylalanyl-proline (D,L)-α-methyl-4-cyanobenzylamide

tert-butyl ((R)-1-((2S)-2-((4-cyanobenzyl)carbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethyl)carbamate

alternaramide

OTBS-L-Hiv-D-Phe-L-Pro-D-Phe-L-Pro-OMe