N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine

Base Information

• Chemical Name: N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine
• CAS No.: 20807-11-8
• Molecular Formula: C16H22N2O5
• Molecular Weight: 322.361
• Hs Code.: 2924299090
• NSC Number: 169146
• DSSTox Substance ID: DTXSID40943028
• Mol file: 20807-11-8.mol

Synonyms:EINECS 244-050-3;NSC169146;N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine;SCHEMBL23086208;DTXSID40943028;NSC-169146;FT-0638050;N-(2-{[(Benzyloxy)(hydroxy)methylidene]amino}-1-hydroxyethylidene)isoleucine

Chemical Property of N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine

Chemical Property:

• Vapor Pressure: 2.17E-14mmHg at 25°C
• Boiling Point: 582°Cat760mmHg
• Flash Point: 305.8°C
• PSA: 104.73000
• Density: 1.203g/cm³
• LogP: 2.31010
• Storage Temp.: −20°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 322.15287181
• Heavy Atom Count: 23
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

Z-GLY-ILE-OH 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)O)NC(=O)CNC(=O)OCC1=CC=CC=C1

Technology Process of N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine

There total 7 articles about N-(((Phenylmethoxy)carbonyl)glycyl)-L-isoleucine 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%

L-isoleucine (73-32-5,959215-79-3,18875-42-8) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → ((benzyloxy)carbonyl)glycyl-L-isoleucine (20807-11-8)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 3h;

Reference yield: 96.0%

Cbz-Gly-ONSuc (2899-60-7) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) → ((benzyloxy)carbonyl)glycyl-L-isoleucine (20807-11-8)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201914620

Reference yield:

isoleucine (319-78-8,443-79-8,1509-34-8,1509-35-9,3107-04-8,7004-09-3,73-32-5,959215-79-3,18875-42-8) + Z-Gly-ONp (1738-86-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Cbz-HN-Gly-Ile (20807-11-8,112629-23-9)

Guidance literature:

With sodium hydroxide; cetyltrimethylammonim bromide; In water; butan-1-ol; at 25 ℃; Rate constant; rate constant of pseudofirst-order aminolysis in two phase system;

upstream raw materials:

isoleucine

Z-Gly-ONp

L-isoleucine methyl ester

N-(benzyloxycarbonyl)glycyl chloride

Downstream raw materials:

N-benzyloxycarbonylglycyl-L-isoleucylglycine benzyl ester

C₂₄H₃₄N₄O₇

(S)-2-({(R)-1-[(2S,3S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-methyl-pentanoylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester

Refernces

• 1、 -. "SYNTHESIS OF AMANIN AND ITS DERIVATIVES". Page/Page column 25. . Retrieved 2021/06/26.
• 2、 Kosmynin, V. V.,Kaida, L. N.,Savelova, V. A.,Taran, N. A.. "PEPTIDE BOND FORMATION UNDER PHASE-TRANSFER CONDITIONS. EFFECT OF AMINO ACID STRUCTURE". . p. 2306 - 2311. Retrieved 2007/10/02.