N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide

Base Information

• Chemical Name: N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide
• CAS No.: 5992-90-5
• Molecular Formula: C22H28 N4 O5
• Molecular Weight: 428.488
• European Community (EC) Number: 227-819-8
• DSSTox Substance ID: DTXSID70975337
• Nikkaji Number: J223.928K
• Wikidata: Q82959858
• Mol file: 5992-90-5.mol

Synonyms:5992-90-5;EINECS 227-819-8;N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide;DTXSID70975337;N-[N-[(Phenylmethoxy)carbonyl]-L-valyl]-L-tyrosine hydrazide;2-{[(Benzyloxy)(hydroxy)methylidene]amino}-N-[1-hydrazinylidene-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]-3-methylbutanimidic acid

Chemical Property of N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide

Chemical Property:

• Vapor Pressure: 2.07E-24mmHg at 25°C
• Boiling Point: 767.7°C at 760 mmHg
• Flash Point: 418.1°C
• PSA: 142.78000
• Density: 1.251g/cm³
• LogP: 3.23340
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 428.20597001
• Heavy Atom Count: 31
• Complexity: 587

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide

There total 3 articles about N-(N-((Benzyloxy)carbonyl)-L-valyl)-L-tyrosinohydrazide 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:

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester (15149-72-1) → N-benzyloxycarbonylvalyltyrosine hydrazide (5992-90-5)

Guidance literature:

With methanol; hydrazine hydrate;

DOI:10.1021/ja01578a030

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → N-benzyloxycarbonylvalyltyrosine hydrazide (5992-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorocarbonic acid ethyl ester; tributylamine; THF / anschliessend Behandeln mit L-Tyrosin-methylester-hydrochlorid und Triaethylamin in Dioxan

2: methanol; N₂H₄+H₂O

With tetrahydrofuran; methanol; tributyl-amine; chloroformic acid ethyl ester; hydrazine hydrate;

DOI:10.1021/ja01578a030

Reference yield:

→ N-benzyloxycarbonylvalyltyrosine hydrazide (5992-90-5)

Guidance literature:

Entspr. Dipeptidester, Hydrazinhydrat;

upstream raw materials:

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester

(S)-N-(benzyloxycarbonyl)valine

Downstream raw materials:

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosyl azide

N-benzyloxycarbonyl-L-valine-((R)-4-hydroxy-α-isocyanato-phenethylamide)

N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester

H-ValLys(BOC)ValTyrPro-OtBu