N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine

Base Information

• Chemical Name: N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine
• CAS No.: 864539-93-5
• Molecular Formula: C13H18 F N O3
• Molecular Weight: 255.289
• DSSTox Substance ID: DTXSID10585651
• Mol file: 864539-93-5.mol

Synonyms:N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine;939757-24-1;tert-butyl N-[2-(4-chlorophenyl)-2-hydroxyethyl]carbamate;tert-Butyl (2-(4-chlorophenyl)-2-hydroxyethyl)carbamate;tert-Butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate;SCHEMBL3657534;DTXSID10585651;CNLKQPJDVIZOOZ-UHFFFAOYSA-N;AKOS033379747;CS-0273212;C78604;EN300-6201433;Z1496837687;rac-tert-Butyl[2-(4-chlorophenyl)-2-hydroxyethyl]carbamate;rac-tert-Butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate;(2-(4-chlorophenyl)-2-hydroxyethyl)carbamic acid tert-butyl ester

Chemical Property of N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine

Chemical Property:

• PSA: 58.56000
• LogP: 3.28900
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 271.0975211
• Heavy Atom Count: 18
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

CARBAMICACID,[2-(4-FLUOROPHENYL)-2-HYDROXYETHYL]-,1,1-DIMETHYLETHYLESTER(9Cl) 95 ^*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=C(C=C1)Cl)O

Technology Process of N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine

There total 4 articles about N-Boc-2-(4-chlorophenyl)-2-hydroxyethanamine 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: 98.0%

tert-butyl (2-(4-fluorophenyl)-2-oxoethyl)carbamate (877319-43-2) → tert-butyl [2-(4-fluorophenyl)-2-hydroxyethyl]carbamate (864539-93-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.7b01210

Reference yield: 83.0%

4-fluorostyrene oxide (18511-62-1,53631-23-5,134356-73-3,134356-74-4) + tert-butyl carbazate (4248-19-5) → tert-butyl [2-(4-fluorophenyl)-2-hydroxyethyl]carbamate (864539-93-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 40 ℃; for 5h;

Reference yield:

BOC-glycine (4530-20-5) → tert-butyl [2-(4-fluorophenyl)-2-hydroxyethyl]carbamate (864539-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 0 - 20 °C

2: tetrahydrofuran / 0 - 20 °C

3: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

With sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.7b01210

upstream raw materials:

BOC-glycine

tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate

tert-butyl (2-(4-fluorophenyl)-2-oxoethyl)carbamate

4-fluorostyrene oxide

Downstream raw materials:

5-(4-fluorophenyl)-1,3-oxazolidin-2-one

2-amino-1-(4-fluorophenyl)ethanol

Refernces

• 1、 Fujimoto, Jun,Okamoto, Rei,Noguchi, Naoyoshi,Hara, Ryoma,Masada, Shinichi,Kawamoto, Tetsuji,Nagase, Hiroki,Tamura, Yumiko Okano,Imanishi, Mitsuaki,Takagahara, Shuichi,Kubo, Kazuki,Tohyama, Kimio,Iida, Koichi,Andou, Tomohiro,Miyahisa, Ikuo,Matsui, Junji,Hayashi, Ryouta,Maekawa, Tsuyoshi,Matsunaga, Nobuyuki. "Discovery of 3,5-Diphenyl-4-methyl-1,3-oxazolidin-2-ones as Novel, Potent, and Orally Available Δ-5 Desaturase (D5D) Inhibitors". . p. 8963 - 8981. Retrieved 2017/11/14.