Boc-Pro-Pro-OH

Base Information

• Chemical Name: Boc-Pro-Pro-OH
• CAS No.: 15401-08-8
• Molecular Formula: C15H24 N2 O5
• Molecular Weight: 312.366
• European Community (EC) Number: 812-066-5
• DSSTox Substance ID: DTXSID60474521
• Nikkaji Number: J1.138.323H
• Mol file: 15401-08-8.mol

Synonyms:Boc-Pro-Pro-OH;15401-08-8;(S)-1-((S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid;Boc-Pro-Pro;(2S)-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid;t-butoxycarbonylprolylproline;SCHEMBL2489313;DTXSID60474521;XGDABHXCVGCHBB-QWRGUYRKSA-N;MFCD00057246;AKOS016003403;N-tert-butoxycarbonyl L-prolyl L-proline;(tert-Butoxycarbonyl)-L-prolyl-L-proline;DS-14540;CS-0030794;L-Proline,1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl-

Chemical Property of Boc-Pro-Pro-OH

Chemical Property:

• Melting Point: 185-187℃ (ethyl acetate hexane )
• PSA: 87.15000
• LogP: 1.33730
• Storage Temp.: −20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 312.16852187
• Heavy Atom Count: 22
• Complexity: 471

Purity/Quality:

97% ^*data from raw suppliers

Boc-Pro-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)N1CCCC1C(=O)N2CCCC2C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O

Technology Process of Boc-Pro-Pro-OH

There total 15 articles about Boc-Pro-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: 100.0%

N-tert-butoxycarbonyl-L-prolyl-L-proline methyl ester (52386-41-1) → N-tert-butoxycarbonyl-L-prolyl-L-proline (15401-08-8)

Guidance literature:

With lithium hydroxide;

DOI:10.1021/ja4087648

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + Fmoc-Pro-OH (71989-31-6) → N-tert-butoxycarbonyl-L-prolyl-L-proline (15401-08-8)

Guidance literature:

Fmoc-Pro-OH; With N-ethyl-N,N-diisopropylamine; In dichloromethane; 2-chlorotrityl chloride resin

With piperidine; In N,N-dimethyl-formamide; for 0.166667h; 2-chlorotrityl chloride resin

di-tert-butyl dicarbonate; Fmoc-Pro-OH; Further stages;

DOI:10.1002/cbdv.201200393

Reference yield: 83.0%

(tert-butoxycarbonyl)-L-proline pentafluorophenol ester (50903-52-1) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-tert-butoxycarbonyl-L-prolyl-L-proline (15401-08-8)

Guidance literature:

With sodium perchlorate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

N-tert-butoxycarbonyl-L-prolyl-L-proline methyl ester

N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester

(tert-butoxycarbonyl)-L-proline pentafluorophenol ester

L-proline

Downstream raw materials:

BOC-Pro-Pro-Gly-Gly-OBzl

Boc-Pro-Pro-Pro-OMe

Boc-Pro-Pro-Phe-OMe

N-tert-butoxycarbonyl-L-prolyl-L-prolyl-O-benzyl-L-seryl-L-valyl-L-valyl-glycyl-glycine methyl ester