Z-Ala-pro-OH

Base Information

• Chemical Name: Z-Ala-pro-OH
• CAS No.: 21027-01-0
• Molecular Formula: C16H20 N2 O5
• Molecular Weight: 320.345
• Hs Code.: 2933990090
• UNII: P6X7ZC6L89
• Nikkaji Number: J475.735A
• Wikidata: Q27094887
• Metabolomics Workbench ID: 148510
• Mol file: 21027-01-0.mol

Synonyms:Z-ALA-PRO-OH;21027-01-0;Z-ALA PROLINAL;(S)-1-((S)-2-(((Benzyloxy)carbonyl)amino)propanoyl)pyrrolidine-2-carboxylic acid;NSC-333444;L-Proline, N-[(phenylmethoxy)carbonyl]-L-alanyl-;N-[(BENZYLOXY)CARBONYL]-L-ALANYL-L-PROLINE;ZAH;benzyloxycarbonyl-alanyl-proline;P6X7ZC6L89;SCHEMBL7334484;RSSOZTMMMIWOJB-AAEUAGOBSA-N;Benzyloxycarbonyl-L-alanyl-L-proline;MFCD00037335;N-benzyloxycarbonyl-L-alanyl-L-proline;DB04033;(2S)-1-[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]pyrrolidine-2-carboxylic acid;(2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl]pyrrolidine-2-carboxylic acid;AS-67977;N-[(Phenylmethoxy)carbonyl]-L-alanyl-L-proline;Q27094887;L-Proline, 1-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-;(S)-1-((S)-2-(benzyloxycarbonylamino)propanoyl)pyrrolidine-2-carboxylic acid

Chemical Property of Z-Ala-pro-OH

Chemical Property:

• Vapor Pressure: 3.99E-14mmHg at 25°C
• Boiling Point: 576.4°Cat760mmHg
• Flash Point: 302.4°C
• PSA: 95.94000
• Density: 1.301g/cm³
• LogP: 1.70570
• Storage Temp.: -15°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 320.13722174
• Heavy Atom Count: 23
• Complexity: 448

Purity/Quality:

99%+, ^*data from raw suppliers

Z-Ala-Pro-OH 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)N1CCCC1C(=O)O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-Ala-pro-OH

There total 22 articles about Z-Ala-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: 96.0%

C18H21Cl3N2O5 (1140836-64-1) → N-benzyloxycarbonyl-L-alanyl-L-proline (21027-01-0)

Guidance literature:

With acetic acid; zinc; In ethyl acetate;

DOI:10.1071/CH08132

Reference yield: 92.0%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate (820239-42-7) → N-benzyloxycarbonyl-L-alanyl-L-proline (21027-01-0)

Guidance literature:

With triethylamine; In water; acetonitrile; at 50 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1002/chem.201103143

Reference yield: 85.0%

N-carbobenzoxy-β-alanylproline ethyl ester → N-benzyloxycarbonyl-L-alanyl-L-proline (21027-01-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; dichloromethane; for 3h;

DOI:10.1007/BF02219346

upstream raw materials:

Cbz-L-Ala-L-Pro-O^tBu

benzyloxycarbonylalanine p-nitrophenyl ester

L-proline

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester

Downstream raw materials:

(3S,8aS)-3-methylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

(2S,3R)-tert-butyl 3-(benzyloxy)-2-((S)-1-((S)-2-(benzyloxycarbonylamino)propanoyl)-N-methylpyrrolidine-2-carboxamido)butanoate

C₂₄H₂₉N₃O₄

cyclo(Z-L-Ala-D-Pro)

Refernces

• 1、 Monbaliu, Jean-Christophe M.,Hansen, Finn K.,Beagle, Lucas K.,Panzner, Matthew J.,Steel, Peter J.,Todadze, Ekaterina,Stevens, Christian V.,Katritzky, Alan R.. "A new benzotriazole-mediated stereoflexible gateway to hetero-2,5- diketopiperazines". supporting information; experimental part. p. 2632 - 2638. Retrieved 2012/04/17.
• 2、 Aurelio, Luigi,Brownlee, Robert T. C.,Hughes, Andrew B.. "Solution-phase peptide synthesis; Synthesis of 'North-Western' and 'South Eastern' fragments of the antifungal cyclodepsipeptide petriellin A". . p. 615 - 629. Retrieved 2008/12/22.