PS-II

Base Information

• Chemical Name: PS-II
• CAS No.: 133429-58-0
• Molecular Formula: C₂₉H₃₉N₃O₅
• Molecular Weight: 509.646
• UNII: UK3R4HLP9C
• DSSTox Substance ID: DTXSID30158104
• Nikkaji Number: J1.010.383E
• Wikidata: Q27291111
• Mol file: 133429-58-0.mol

Synonyms:PS-II;133429-58-0;UNII-UK3R4HLP9C;UK3R4HLP9C;benzyl N-[(2S)-4-methyl-1-[[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxo-3-phenylpropan-2-yl]amino]pentan-2-yl]amino]-1-oxopentan-2-yl]carbamate;C29H39N3O5;C29-H39-N3-O5;SCHEMBL2141126;DTXSID30158104;MG-110;benzyloxycarbonyl-leucyl-leucyl-phenylalaninal;(S)-2-[(Z-Leu-Leu-)Amino]-3-phenylpropanal;Z-Leu-Leu-Phe-CHO, >=95% (HPLC), solid;Q27291111;L-LEUCINAMIDE, N-((PHENYLMETHOXY)CARBONYL)-L-LEUCYL-N-((1S)-1-FORMYL-2-PHENYLETHYL)-;L-LEUCINAMIDE, N-((PHENYLMETHOXY)CARBONYL)-L-LEUCYL-N-(1-FORMYL-2-PHENYLETHYL)-, (S)-

Chemical Property of PS-II

Chemical Property:

• PSA: 113.60000
• LogP: 4.95750
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 15
• Exact Mass: 509.28897135
• Heavy Atom Count: 37
• Complexity: 714

Purity/Quality:

Z-Leu-Leu-Phe-CHO[MG-110] ≥95%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C=O)NC(=O)C(CC(C)C)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C=O)NC(=O)[C@H](CC(C)C)NC(=O)OCC2=CC=CC=C2

Technology Process of PS-II

There total 4 articles about PS-II 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:

((S)-1-{(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester (186961-76-2) → N-benzyloxycarbonyl-leucyl-leucyl-phenylalanal (133429-58-0,143839-79-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0960-894X(96)00559-8

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → N-benzyloxycarbonyl-leucyl-leucyl-phenylalanal (133429-58-0,143839-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: EDC, HOBt

2: TFA

3: EDC, HOBt

4: LAH

With lithium aluminium tetrahydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;

DOI:10.1016/S0960-894X(96)00559-8

Reference yield:

Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9) → N-benzyloxycarbonyl-leucyl-leucyl-phenylalanal (133429-58-0,143839-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA

2: EDC, HOBt

3: LAH

With lithium aluminium tetrahydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;

DOI:10.1016/S0960-894X(96)00559-8

upstream raw materials:

((S)-1-{(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Phe-OH N,O-dimethyl hydroxamate

(S)-2-amino-N-methoxy-N-methyl-3-phenylpropanamide

Refernces