Ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate

Base Information

• Chemical Name: Ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate
• CAS No.: 27482-82-2
• Molecular Formula: C17H24 N2 O5 S
• Molecular Weight: 368.454
• DSSTox Substance ID: DTXSID60401034
• Mol file: 27482-82-2.mol

Synonyms:Z-Met-Gly ethyl ester;27482-82-2;ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate;N-CBZ-MET-GLY ETHYL ESTER;N-CBZ-MET-GLYETHYLESTER;DTXSID60401034;AKOS024374916;FT-0638708

Chemical Property of Ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate

Chemical Property:

• Melting Point: 93 - 95 °C
• PSA: 126.01000
• LogP: 2.75850
• Storage Temp.: −20°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 368.14059304
• Heavy Atom Count: 25
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

Z-MET-GLY-OET 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate

There total 20 articles about Ethyl 2-[[4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetate 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: 94.0%

Z-Met-O(TBA) (77511-23-0) + GlyOEt*HCl (459-73-4) → N-benzyloxycarbonyl-L-methionylglycine ethyl ester (27482-82-2)

Guidance literature:

With bis(4-nitrophenyl) phenylphosphonate; In N,N-dimethyl-formamide; 1.) 0 deg C, 8 h, 2.) r.t., 1.5 h;

DOI:10.1246/cl.1981.65

Reference yield: 94.0%

3-(N-Benzyloxycarbonyl-L-methionyl)-1,3-thiazolidine-2-thione (76413-58-6) + GlyOEt*HCl (459-73-4) → N-benzyloxycarbonyl-L-methionylglycine ethyl ester (27482-82-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; for 1.83333h; Ambient temperature;

DOI:10.1246/cl.1981.463

Reference yield: 93.0%

Cbz-Met-OH (1152-62-1) + glycine ethyl ester hydrochloride (623-33-6) → N-benzyloxycarbonyl-L-methionylglycine ethyl ester (27482-82-2)

Guidance literature:

With 2,2'-dipyridyl carbonate; triethylamine; dmap; In dichloromethane; at 20 ℃;

DOI:10.1246/bcsj.73.2811

upstream raw materials:

Cbz-Met-OH

benzyl (S)-(1-hydrazinyl-4-(methylthio)-1-oxobutan-2-yl)carbamate

glycine ethyl ester hydrochloride

(S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyric acid; compound with dicyclohexyl-amine

Downstream raw materials:

N-(N-benzyloxycarbonyl-L-methionyl)-glycine amide

N-(2-benzyloxy-5,6-dihydro-4H-[1,3]thiazine-4-carbonyl)-glycine ethyl ester

Z-Met-Gly-OH

N-L-methionyl-glycine