(S)-N-Boc-3-amino-3-phenyl-propan-1-OL

Base Information

• Chemical Name: (S)-N-Boc-3-amino-3-phenyl-propan-1-OL
• CAS No.: 718611-17-7
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID00428285
• Nikkaji Number: J2.665.191C
• Wikidata: Q72448366
• Mol file: 718611-17-7.mol

Synonyms:718611-17-7;(S)-Boc-3-Amino-3-phenylpropan-1-ol;(S)-N-BOC-3-AMINO-3-PHENYL-PROPAN-1-OL;tert-butyl N-[(1S)-3-hydroxy-1-phenylpropyl]carbamate;Boc-S-3-amino-3-phenylpropan-1-ol;(S)-N-Boc-3-amino-3-phenyl-1-propanol;MFCD09025325;(S)-TERT-BUTYL (3-HYDROXY-1-PHENYLPROPYL)CARBAMATE;SCHEMBL56698;DTXSID00428285;AMY12568;AKOS015836449;AC-23777;DS-13488;A9387;CS-0067797;(S)-3-(tert-Butoxycarbonylamino)-3-phenyl-1-propanol;tert-Butyl [(1S)-3-hydroxy-1-phenylpropyl]carbamate;(S)-(3-HYDROXY-1-PHENYL-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER

Chemical Property of (S)-N-Boc-3-amino-3-phenyl-propan-1-OL

Chemical Property:

• Boiling Point: 404.6 °C at 760 mmHg
• 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

(S)-Boc-3-Amino-3-phenylpropan-1-ol 97% ^*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(CCO)C1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCO)C1=CC=CC=C1

Technology Process of (S)-N-Boc-3-amino-3-phenyl-propan-1-OL

There total 38 articles about (S)-N-Boc-3-amino-3-phenyl-propan-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-amino-3-phenylpropanol (82769-76-4) → S-(3-hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester (718611-17-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.3762/bjoc.12.176

Reference yield: 95.0%

tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate (135865-78-0) → S-(3-hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester (718611-17-7)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; Cooling with ice;

Reference yield: 92.0%

tert-butyl [(1S)-1-phenylprop-2-en-1-yl]imidocarbonate (956101-46-5) → S-(3-hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester (718611-17-7)

Guidance literature:

tert-butyl [(1S)-1-phenylprop-2-en-1-yl]imidocarbonate; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.08.009

upstream raw materials:

tert-butyl [(1S)-1-phenylprop-2-en-1-yl]imidocarbonate

(S)-3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid

methyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-phenylpropionate

tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate

Downstream raw materials:

(S)-3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid

(S)-3-amino-3-phenylpropanol

methyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-phenylpropionate

tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate

Refernces

• 1、 -. "Synthetic method of dapoxetine and intermediate thereof". Paragraph 0098-0101. . Retrieved 2020/03/09.
• 2、 Zhou, Shengbin,Wang, Shuni,Wang, Jiang,Nian, Yong,Peng, Panfeng,Soloshonok, Vadim A.,Liu, Hong. "Configurationally Stable (S)- and (R)-α-Methylproline-Derived Ligands for the Direct Chemical Resolution of Free Unprotected β3-Amino Acids". . p. 1821 - 1832. Retrieved 2018/04/27.