(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid

Base Information

• Chemical Name: (R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid
• CAS No.: 181140-88-5
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• Hs Code.: 2924299090
• European Community (EC) Number: 632-603-5
• DSSTox Substance ID: DTXSID40428360
• Wikidata: Q82241192
• Mol file: 181140-88-5.mol

Synonyms:181140-88-5;(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid;Boc-(R)-3-amino-2-phenylpropanoic acid;(2R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylpropanoic acid;(R)-3-tert-Butoxycarbonylamino-2-phenyl-propionic acid;(R)-3-(Boc-amino)-2-phenylpropionic acid;SCHEMBL266021;(R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoicacid;DTXSID40428360;MFCD11052912;AKOS015941165;GS-0816;Benzeneacetic acid, alpha-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-, (alphaR)-;CS-0154448;BMOC-(R)-3-AMINO-2-PHENYLPROPANOICACID;F15223;A881016;(2R)-3-{[(tert-butoxy)carbonyl]amino}-2-phenylpropanoic acid;(R)-3-(Boc-amino)-2-phenylpropionic acid, >=98.0% (HPLC);(2R)-3-[(TERT-BUTOXYCARBONYL)AMINO]-2-PHENYLPROPANOIC ACID

Chemical Property of (R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid

Chemical Property:

• Boiling Point: 425.4±38.0 °C(Predicted)
• PKA: 3.99±0.10(Predicted)
• PSA: 79.12000
• Density: 1.158±0.06 g/cm3(Predicted)
• LogP: 2.58390
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-tert-Butoxycarbonylamino-2-phenyl-propionicacid >97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic acid

There total 14 articles about (R)-3-((tert-Butoxycarbonyl)amino)-2-phenylpropanoic 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: 71.0%

((2S,3S)-3,4-Dihydroxy-2,4-diphenyl-butyl)-carbamic acid tert-butyl ester (924311-31-9) → N-Boc-phenylpropanoic acid (181140-88-5,136916-26-2)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile;

DOI:10.1021/ol062485n

Reference yield: 65.0%

((R)-2,4,4-Triphenyl-but-3-enyl)-carbamic acid tert-butyl ester (180964-68-5) → (R)-3-(Boc-amino)-2-phenylpropionic acid (181140-88-5,136916-26-2)

Guidance literature:

With sodium periodate; ruthenium trichloride; In tetrachloromethane; acetonitrile; at 40 ℃; for 2h;

DOI:10.1039/a606586d

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-amino-2-phenylpropanoic acid (1076-51-3,1008-63-5) → N-Boc-phenylpropanoic acid (181140-88-5,136916-26-2)

Guidance literature:

With hydrogenchloride; sodium carbonate; In 1,4-dioxane; water;

upstream raw materials:

((R)-2,4,4-Triphenyl-but-3-enyl)-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

((2S,3S)-3,4-Dihydroxy-2,4-diphenyl-butyl)-carbamic acid tert-butyl ester

(2S,3S)-4-Amino-1,3-diphenyl-butane-1,2-diol