[(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester
• CAS No.: 281670-47-1
• Molecular Formula: C13H19NO3
• Molecular Weight: 237.299
• DSSTox Substance ID: DTXSID50465120
• Nikkaji Number: J1.450.512A
• Wikidata: Q82290831
• Mol file: 281670-47-1.mol

Synonyms:281670-47-1;tert-butyl N-[(2S)-2-hydroxy-2-phenylethyl]carbamate;(S)-N-Boc-2-hydroxy-2-phenylethylamine;Carbamic acid, [(2S)-2-hydroxy-2-phenylethyl]-, 1,1-dimethylethyl ester;[(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester;SCHEMBL7739354;DTXSID50465120;AT39129;EN300-7354942

Chemical Property of [(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester

Chemical Property:

• Melting Point: 68-69 °C
• Boiling Point: 389.4±35.0 °C(Predicted)
• PSA: 58.56000
• Density: 1.101±0.06 g/cm3(Predicted)
• LogP: 2.63560
• 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% ^*data from raw suppliers

(S)-N-Boc-2-hydroxy-2-phenylethylamine 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)NCC(C1=CC=CC=C1)O
• Isomeric SMILES: CC(C)(C)OC(=O)NC[C@H](C1=CC=CC=C1)O

Technology Process of [(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester

There total 27 articles about [(S)-beta-Hydroxyphenethyl]carbamic acid tert-butyl ester 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)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6) → (S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester (281670-47-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

Reference yield: 99.0%

(2-Oxo-2-phenylethyl)carbamic acid tert-butyl ester (76477-26-4) → (S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester (281670-47-1)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; (R,R)-N-(1-benzyl-1,2,3-triazole-4-ylmethyl)-N’-4-toluenesulphonyl-1,2-diphenylethylenediamine; In isopropyl alcohol; at 80 ℃; for 72h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;

Reference yield: 90.0%

styrene oxide (96-09-3) + tert-butyl carbazate (4248-19-5) → (R)-Styrene oxide (20780-53-4) + (S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester (281670-47-1)

Guidance literature:

With air; 4-nitro-benzoic acid; (R,R)-((t-Bu)4-salen)Co(II); In various solvent(s); at 20 ℃; for 36h;

DOI:10.1021/ol048322l

upstream raw materials:

[(R)-2-((1R,3R)-3-Hydroxy-1-methyl-butoxy)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

(2-Oxo-2-phenylethyl)carbamic acid tert-butyl ester

styrene oxide

tert-butyl carbazate

Downstream raw materials:

C₂₃H₂₆ClN₇O₄

(S)-(+)-O-(tert-Butyldimethylsilyl)-2-(N-tert-butoxycarbonylamino)-1-phenylethanol

(S)-2-Amino-1-phenyl-1-ethanol