(S)-(+)-2-tert-Butylamino-1-phenylethanol

Base Information

• Chemical Name: (S)-(+)-2-tert-Butylamino-1-phenylethanol
• CAS No.: 14467-32-4
• Molecular Formula: C12H19NO
• Molecular Weight: 177.28596
• Hs Code.: 2922199090
• European Community (EC) Number: 622-511-3
• DSSTox Substance ID: DTXSID60468182
• Nikkaji Number: J2.880.867D
• Wikidata: Q72510851
• Mol file: 14467-32-4.mol

Synonyms:(S)-(+)-2-tert-Butylamino-1-phenylethanol;14467-32-4;(1S)-2-(tert-butylamino)-1-phenylethanol;(1S)-2-(tert-butylamino)-1-phenylethan-1-ol;(S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN;SCHEMBL421051;DTXSID60468182;AS-80382;(S)-(+)-2-tert-Butylamino-1-phenylethanol, 97%;J-007996;Benzenemethanol, alpha-[[(1,1-dimethylethyl)amino]methyl]-, (alphaS)-

Chemical Property of (S)-(+)-2-tert-Butylamino-1-phenylethanol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 105-108 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 284°Cat760mmHg
• Flash Point: 80.7°C
• PSA: 32.26000
• Density: 0.989g/cm³
• LogP: 2.49900
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 193.146664230
• Heavy Atom Count: 14
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-2-tert-Butylamino-1-phenylethanol 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-(+)-2-tert-Butylamino-1-phenylethanol

There total 26 articles about (S)-(+)-2-tert-Butylamino-1-phenylethanol 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: 96.0%

S(+)-N-tert-butyl-O-acetyl mandelamid (469874-36-0) → (1S)-2-(tert-butylamino)-1-phenylethanol (14467-32-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1016/S0040-4020(02)00376-9

Reference yield: 91.0%

2-(tert-butylimino)-1-phenylethanone (91850-96-3) → (1S)-2-(tert-butylamino)-1-phenylethanol (14467-32-4)

Guidance literature:

With formic acid; RhCl[(R,R)-TsDPEN](C₅Me₅); triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.07.004

Reference yield: 90.0%

2.5-Dihydroxy-3.6-diphenyl-1.4-dioxan (21504-13-2) + tert-butylamine (75-64-9) → 2-(tert-butylamino)-1-phenylethan-1-ol (14467-32-4,14467-51-7,18366-40-0,14467-31-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; for 0.5h;

DOI:10.3390/molecules171213864

upstream raw materials:

styrene

trioxo(N-tert-butylimido)osmium(VIII)

bis(tert-butylimino)dioxoosmium

styrene oxide

Downstream raw materials:

1-tert-butyl-2-phenylaziridine

3-tert-butyl-5r-phenyl-[1,2,3]oxathiazolidine 2t-oxide

3-tert-butyl-5r-phenyl-[1,2,3]oxathiazolidine 2c-oxide

Refernces

• 1、 Ayad, Tahar,Gernet, Aurélie,Pirat, Jean-Luc,Ratovelomanana-Vidal, Virginie,Virieux, David. "Efficient Synthesis of 2-Amino-1-Arylethanols Through a Lewis Base-Catalyzed SiCl4-Mediated Asymmetric Passerini-Type Reaction". supporting information. p. 6497 - 6500. Retrieved 2020/10/30.
• 2、 -. "Method for Ir/f-amphox high-efficiency synthesis of chiral α- C-amino alcohol by virtue of catalytic oxidation 1,2- of P-aminoketone by using one-aminoketone". Paragraph 0064-0066. . Retrieved 2020/01/03.