Tert-butyl 2-hydroxy-2-phenylethylcarbamate

Base Information

• Chemical Name: Tert-butyl 2-hydroxy-2-phenylethylcarbamate
• CAS No.: 67341-01-9
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299
• Hs Code.: 2906190090
• European Community (EC) Number: 828-623-0
• DSSTox Substance ID: DTXSID90431203,DTXSID10986604
• Nikkaji Number: J324.058D
• Mol file: 67341-01-9.mol

Synonyms:67341-07-5;tert-butyl 2-hydroxy-2-phenylethylcarbamate;N-Boc-2-hydroxy-2-phenylethylamine;TERT-BUTYL N-(2-HYDROXY-2-PHENYLETHYL)CARBAMATE;tert-Butyl (2-hydroxy-2-phenylethyl)carbamate;1,1-dimethylethyl (2-hydroxy-2-phenylethyl)carbamate;1,1-Dimethylethyl [2-hydroxy-2-phenylethyl]carbamate;Carbamic acid, (2-hydroxy-2-phenylethyl)-, 1,1-dimethylethyl ester;SCHEMBL350453;AMY7472;boc-2-Hydroxy-2-phenylethylamine;DTXSID10986604;DTXSID90431203;FSRZPRRAZVZKFE-UHFFFAOYSA-N;MFCD09750569;AKOS009533973;AC-7089;2-t-butoxycarbonylamino-1-phenylethanol;AS-14661;CS-0242545;FT-0744687;tert-Butyl(2-hydroxy-2-phenylethyl)carbamate;C78392;EN300-251536;(beta-Hydroxyphenethyl)carbamic acid tert-butyl ester;(2-hydroxy-2-phenylethyl)-carbamic acid tert-butyl ester;Z425744566;(2-hydroxy-2-phenyl-ethyl)-carbamic acid tert-butyl ester;tert-Butyl hydrogen (2-hydroxy-2-phenylethyl)carbonimidate;CARBAMIC ACID,N-(2-HYDROXY-2-PHENYLETHYL)-,1,1-DIMETHYLETHYL ESTER

Chemical Property of Tert-butyl 2-hydroxy-2-phenylethylcarbamate

Chemical Property:

• Vapor Pressure: 1.57E-06mmHg at 25°C
• Melting Point: 141.0 to 147.0 °C
• Refractive Index: 1.523
• Boiling Point: 389.433 °C at 760 mmHg
• PKA: 11.55±0.46(Predicted)
• Flash Point: 189.322 °C
• PSA: 58.56000
• Density: 1.102 g/cm³
• LogP: 2.63560
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 237.13649347
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-DL-phenylglycinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(C1=CC=CC=C1)O
• Uses: N-Boc-DL-Phenylglycinol is a useful intermediate for organic synthesis.

Technology Process of Tert-butyl 2-hydroxy-2-phenylethylcarbamate

There total 84 articles about Tert-butyl 2-hydroxy-2-phenylethylcarbamate 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + D-2-phenylglycinol (56613-80-0) → (R)-N-(tert-butoxycarbonyl)phenylglycinol (67341-01-9,117049-14-6,138457-46-2,102089-74-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetasy.2007.11.003

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-azido-2-phenylethanol (124718-93-0) → tert-butyl 2-hydroxy-1-phenylethylcarbamate (102089-74-7,117049-14-6,138457-46-2,67341-01-9)

Guidance literature:

With sodium hydroxide; trimethylphosphane; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(01)00901-7

Reference yield: 98.0%

(4R,5S)-5-acetoxy-2-oxo-4-phenyloxazolidine-3-carboxylic acid tert-butylester (402741-11-1) → tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate (117049-14-6) + (R)-N-(tert-butoxycarbonyl)phenylglycinol (67341-01-9,117049-14-6,138457-46-2,102089-74-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -78 - -40 ℃;

DOI:10.1021/ja0174231

upstream raw materials:

styrene

N-chloro-N-sodio-tert-butylcarbamate

di-tert-butyl dicarbonate

2-azido-2-phenylethanol

Downstream raw materials:

2-Oxo-butyric acid (R)-2-tert-butoxycarbonylamino-2-phenyl-ethyl ester

3-[(2R)-(tert-butoxycarbonylamino)-2-phenylethyl]-6-methyl-5-(2-fluorophenyl)oxazine-2,4-dione

{(R)-2-[5-bromo-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

{2-[5-bromo-3-(2-chloro-6-fluoro-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

Refernces

• 1、 Li, Jun,Yuan, Yong,Bao, Xiazhen,Sang, Tongzhi,Yang, Jie,Huo, Congde. "Visible-Light-Induced Intermolecular Oxyimination of Alkenes". supporting information. p. 3712 - 3717. Retrieved 2021/05/10.
• 2、 Chen, Xiaoling,Clark, Anderson,Crowley, Lindsey,Deselm, Lizbeth,Georgi, Katrin,Goutopoulos, Andreas,Haxell, Thomas,Heasley, Brian H.,Huck, Bayard,Jackson, Jennifer,Johnson, Theresa,Jones, Reinaldo,Lan, Ruoxi,Lin, Jing,Machl, Andreas,Mochalkin, Igor,Moore, Joseph,Neagu, Constantin,Potnick, Justin,Richardson, Thomas E.,Rohdich, Felix,Sherer, Brian,Sutton, Amanda,Tian, Hui,Wilker, Erik,Xiao, Yufang. "Identification of Clinical Candidate M2698, a Dual p70S6K and Akt Inhibitor, for Treatment of PAM Pathway-Altered Cancers". supporting information. p. 14603 - 14619. Retrieved 2021/10/20.