(S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate

Base Information

• Chemical Name: (S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate
• CAS No.: 7670-20-4
• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.434
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50454059
• Nikkaji Number: J615.115I
• Wikidata: Q82275388
• Mol file: 7670-20-4.mol

Synonyms:7670-20-4;Z-PHE-OTBU;(S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate;tert-butyl (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate;tert-Butyl ((benzyloxy)carbonyl)-L-phenylalaninate;Z-Phe-O-(tert-Butyl)-OH;SCHEMBL19485480;Z-L-Phenylalanine t-butyl ester;DTXSID50454059;MFCD00191137;AKOS016003577;AS-46959;CS-0362730;F11036;tert-Butyl N-[(benzyloxy)carbonyl]-L-phenylalaninate;(S)-tert-butyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate;(S)-tert-Butyl2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate;TERT-BUTYL (2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-PHENYLPROPANOATE

Chemical Property of (S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate

Chemical Property:

• PSA: 64.63000
• LogP: 4.25670
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 355.17835828
• Heavy Atom Count: 26
• Complexity: 445

Purity/Quality:

98% ^*data from raw suppliers

Z-L-Phenylalaninetert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate

There total 15 articles about (S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate 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: 91.0%

tert-butyl fluoroformate (18595-34-1) + N-Cbz-L-Phe (1161-13-3) → N-benzyloxycarbonyl-L-phenylalanine t-butyl ester (16881-34-8,97370-78-0,112924-08-0,7670-20-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; tert-butyl alcohol; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(01)93371-4

Reference yield: 90.0%

N-Cbz-L-Phe (1161-13-3) + isobutene (115-11-7,15220-85-6) → N-benzyloxycarbonyl-L-phenylalanine t-butyl ester (16881-34-8,97370-78-0,112924-08-0,7670-20-4)

Guidance literature:

With sulfuric acid; In dichloromethane; at -60 - 20 ℃; for 168h;

DOI:10.1021/jm201480u

Reference yield: 88.0%

N-Cbz-L-Phe (1161-13-3) + tert-butyl alcohol (75-65-0) → N-benzyloxycarbonyl-L-phenylalanine t-butyl ester (16881-34-8,97370-78-0,112924-08-0,7670-20-4)

Guidance literature:

With dmap; TEA; at 35 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)81083-8

upstream raw materials:

tert-Butyl iodide

N-Cbz-L-Phe

isobutene

tert-butyl alcohol

Downstream raw materials:

N-Cbz-L-Phe

(S)-1-Benzyl-2-tert-butoxy-ethylamine

(S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-phenylpropanoate

Z-Gly-(L)-Phe