2-Tert-butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid

Base Information

• Chemical Name: 2-Tert-butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid
• CAS No.: 135414-03-8
• Molecular Formula: C15H18N2O4
• Molecular Weight: 290.319
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50402797
• Mol file: 135414-03-8.mol

Synonyms:135414-03-8;2-TERT-BUTOXYCARBONYLAMINO-3-(4-CYANO-PHENYL)-PROPIONIC ACID;2-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid;3-(4-cyanophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic Acid;N-(tert-Butoxycarbonyl)-4-cyanophenylalanine;2-tert-butoxycarbonylamino-3-(4-cyanophenyl)propanoic acid;2-{[(tert-butoxy)carbonyl]amino}-3-(4-cyanophenyl)propanoic acid;Boc-4-cyano-Phe-OH;Boc-4-cyano-D-Phe-OH;Boc-D-4-Cyanophenylalanine;MFCD00672526;MFCD00672527;4-Cyano-N-Boc-DL-phenylalanine;Boc-D-4-Cyanophe;Boc-DL-4-cyanophenylalanine;N-Boc-4-cyano-D-phenylalanine;SCHEMBL1350140;DTXSID50402797;RMBLTLXJGNILPG-UHFFFAOYSA-N;MFCD06656196;AKOS022180994;SY032214;SY035284;WS-01834;FT-0643156;FT-0643398;2-BOC-amino-3-(4-cyanophenyl)propanoic acid;W13628;2-(Boc-amino)-3-(4-cyanophenyl)propionic Acid;EN300-12444636;2-[(n-boc)amino]-3-(4-cyanophenyl)-propionic acid;2-[(N-Boc)amino]-3-(4-cyanophenyl)propionic acid;2-[N-(Boc)amino]-3-(4-cyanophenyl)propionic acid;2-[N-(Boc)amino]-3-(4-cyanophenyl)-propionic acid;2-tert-butoxycarbonylamino-3-(4-cyanophenyl)propionic acid;2-((t-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoic acid;2-((tert-Butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoicacid;2-(tert-butoxycarbonylamino)-3-(4-cyanophenyl) propionic acid;2-(tert-butoxycarbonylamino)-3-(4-cyanophenyl)propanoic acid;2-(tert-butoxycarbonylamino)-3-(4-cyanophenyl)propionic acid;2-tert-Butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid, AldrichCPR

Chemical Property of 2-Tert-butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid

Chemical Property:

• PSA: 99.42000
• LogP: 2.46958
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 290.12665706
• Heavy Atom Count: 21
• Complexity: 425

Purity/Quality:

98% ^*data from raw suppliers

BOC-DL-4-CYANOPHENYLALANINE 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)C#N)C(=O)O

Technology Process of 2-Tert-butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid

There total 7 articles about 2-Tert-butoxycarbonylamino-3-(4-cyano-phenyl)-propionic acid 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:

2-tert-butoxycarbonylamino-3-(4-cyano-phenyl)propionic acid methyl ester → Nα-tert-Butoxycarbonyl-p-cyano-D,L-phenylalanine (135414-03-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

sodium cyanide (773837-37-9) + N-Boc-DL-4-iodophenylalanine (103882-09-3) → Nα-tert-Butoxycarbonyl-p-cyano-D,L-phenylalanine (135414-03-8)

Guidance literature:

With C₁₈H₁₄CuIN₄; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;

DOI:10.1002/adsc.201700213

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-3-(4-cyano-phenyl)-propionic acid (18910-26-4,22888-47-7) → Nα-tert-Butoxycarbonyl-p-cyano-D,L-phenylalanine (135414-03-8)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201700213

upstream raw materials:

BOC-glycine

4-cyanobenzyl bromide

4-cyano-phenylalanine methyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

Boc-D,L-p-cyano-Phe-Gly-Asp(O-t-Bu)-Val-O-t-Bu

N^α-tert-Butoxycarbonyl-p-cyano-D,L-phenylalanine tert-butyl ester

N^α-tert-Butoxycarbonyl-p-hydroxyamidino-D,L-phenylalanine tert-butyl ester

(S)-2-((S)-3-tert-Butoxycarbonyl-2-{2-[2-tert-butoxycarbonylamino-3-(4-thiocarbamoyl-phenyl)-propionylamino]-acetylamino}-propionylamino)-3-methyl-butyric acid tert-butyl ester