(R)-N-Boc-3-amino-3-phenylpropan-1-ol

Base Information

• Chemical Name: (R)-N-Boc-3-amino-3-phenylpropan-1-ol
• CAS No.: 158807-47-7
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Hs Code.: 29221990
• DSSTox Substance ID: DTXSID80426860
• Mol file: 158807-47-7.mol

Synonyms:158807-47-7;(R)-N-Boc-3-amino-3-phenylpropan-1-ol;(R)-N-Boc-3-Amino-3-phenyl-propan-1-ol;(R)-N-Boc-3-amino-3-phenyl-1-propanol;tert-butyl N-[(1R)-3-hydroxy-1-phenylpropyl]carbamate;(R)-tert-Butyl 3-hydroxy-1-phenylpropylcarbamate;MFCD09261327;(3-Hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester;SCHEMBL56596;DTXSID80426860;SMEMODSNLZWKBF-GFCCVEGCSA-N;(R)-(3-Hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester;AKOS005146405;AKOS015836463;Carbamic acid, N-[(1R)-3-hydroxy-1-phenylpropyl]-, 1,1-dimethylethyl ester;AC-23779;DS-13476;A3508;CS-0154567;tert-Butyl [(1R)-3-hydroxy-1-phenylpropyl]carbamate

Chemical Property of (R)-N-Boc-3-amino-3-phenylpropan-1-ol

Chemical Property:

• Boiling Point: 404.6 °C at 760 mmHg
• PKA: 11.77±0.46(Predicted)
• Flash Point: 198.5 °C
• PSA: 58.56000
• Density: 1.083 g/cm³
• LogP: 3.02570
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 251.15214353
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

(R)-Boc-3-amino-3-phenylpropan-1-ol 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-N-Boc-3-amino-3-phenylpropan-1-ol

There total 20 articles about (R)-N-Boc-3-amino-3-phenylpropan-1-ol 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: 97.0%

(R)-3-amino-3-phenylpropan-1-ol hydrochloride (936499-92-2) + di-tert-butyl dicarbonate (24424-99-5) → (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropan-1-ol (158807-47-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01098

Reference yield: 96.0%

S,S'-bis(2,6-dimethylphenyl) 2-(R)-((tert-butoxycarbonylamino)(phenyl)methyl)propanebisthioate (1234571-68-6) → (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropan-1-ol (158807-47-7)

Guidance literature:

With hydrogen; In diethyl ether; ethanol; at 50 ℃; for 8h; under 760.051 Torr;

DOI:10.1002/anie.201000824

Reference yield: 92.0%

tert-butyl ((R,3E,5E)-7-(3,5-di-p-tolyl-1H-pyrazol-1-yl)-7-oxo-1-phenylhepta-3,5-dien-1-yl)carbamate → (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropan-1-ol (158807-47-7)

Guidance literature:

tert-butyl ((R,3E,5E)-7-(3,5-di-p-tolyl-1H-pyrazol-1-yl)-7-oxo-1-phenylhepta-3,5-dien-1-yl)carbamate; With ozone; In methanol; at -78 ℃; for 0.0333333h;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

DOI:10.1021/jacs.6b13042

upstream raw materials:

tert-butyl (R)-3-[N-(tert-butoxycarbonyl)amino]-3-phenylpropanoate

S,S'-bis(2,6-dimethylphenyl) 2-(R)-((tert-butoxycarbonylamino)(phenyl)methyl)propanebisthioate

(R)-3-((tert-butoxycarbonyl)amino)-3-phenylpropanoic acid

C₁₅H₂₁NO₃

Downstream raw materials:

(R)-4-phenyl-(1,3)-oxazinan-2-one

(R)-3-propanoyl-4-phenyl-(1,3)-oxazinan-2-one

Refernces

• 1、 Hobson, Adrian D.,Judge, Russell A.,Aguirre, Ana L.,Brown, Brian S.,Cui, Yifang,Ding, Ping,Dominguez, Eric,Digiammarino, Enrico,Egan, David A.,Freiberg, Gail M.,Gopalakrishnan, Sujatha M.,Harris, Christopher M.,Honore, Marie P.,Kage, Karen L.,Kapecki, Nicolas J.,Ling, Christopher,Ma, Junli,Mack, Helmut,Mamo, Mulugeta,Maurus, Stefan,McRae, Bradford,Moore, Nigel S.,Mueller, Bernhard K.,Mueller, Reinhold,Namovic, Marian T.,Patel, Kaushal,Pratt, Steve D.,Putman, C. Brent,Queeney, Kara L.,Sarris, Kathy K.,Schaffter, Lisa M.,Stoll, Vincent,Vasudevan, Anil,Wang, Lei,Wang, Lu,Wirthl, William,Yach, Kimberly. "Identification of Selective Dual ROCK1 and ROCK2 Inhibitors Using Structure-Based Drug Design". . p. 11074 - 11100. Retrieved 2019/01/04.
• 2、 Zheng, Bao-Hui,Ding, Chang-Hua,Hou, Xue-Long. "Regio- and enantioselective Pd-catalyzed allylic amination of monosubsti-tuted allylic substrates with BocNHOMe". . p. 2262 - 2264. Retrieved 2011/10/19.