(S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol

Base Information

• Chemical Name: (S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol
• CAS No.: 111060-53-8
• Molecular Formula: C20H27 N O
• Molecular Weight: 297.44
• European Community (EC) Number: 621-608-8
• DSSTox Substance ID: DTXSID10444850
• Nikkaji Number: J1.308.516A
• Wikidata: Q76415991
• Mol file: 111060-53-8.mol

Synonyms:(S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol;111060-53-8;(2S)-2-(DIBENZYLAMINO)-4-METHYLPENTAN-1-OL;(S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL;(S)-(+)-2-(N,N-DIBENZYLAMINO)-4-METHYLPENTANOL, 90per cent;307532-07-6;SCHEMBL8293930;N,N-DIBENZYL-L-LEUCINOL;DTXSID10444850;(S)-2-(Dibenzylamino)-4-methylpentan-1-ol;(2S)-2-(dibenzylamino)-4-methyl-1-pentanol;J-002515;(S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol, 90%

Chemical Property of (S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol

Chemical Property:

• Refractive Index: n20/D 1.543
• PSA: 23.47000
• LogP: 4.09580
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 297.209264485
• Heavy Atom Count: 22
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

N,N-DIBENZYL-L-LEUCINOL 95.00% ^*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)CC(CO)N(CC1=CC=CC=C1)CC2=CC=CC=C2
• Isomeric SMILES: CC(C)C[C@@H](CO)N(CC1=CC=CC=C1)CC2=CC=CC=C2

Technology Process of (S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol

There total 10 articles about (S)-(+)-2-(N,N-Dibenzylamino)-4-methylpentanol 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: 94.0%

(S)-2-amino-4-methylpentan-1-ol (7533-40-6,14438-11-0) + benzyl bromide (100-39-0) → (S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol (111060-53-8)

Guidance literature:

With potassium carbonate; In ethanol; water; at 65 ℃; for 1h;

Reference yield: 94.0%

benzyl bromide (100-39-0) → (S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol (111060-53-8)

Guidance literature:

(S)-2-amino-4-methylpentan-1-ol; With potassium carbonate; In water; at 20 - 65 ℃;

benzyl bromide; In ethanol; water; at 65 ℃; for 1h;

Reference yield: 71.0%

(S)-2-amino-4-methylpentan-1-ol (7533-40-6,14438-11-0) + benzaldehyde (100-52-7) → (S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol (111060-53-8)

Guidance literature:

With 2-picoline borane complex; acetic acid; In methanol; at 20 ℃;

DOI:10.1055/s-0029-1218707

upstream raw materials:

(S)-2-dibenzylamino-4-methylpentanoic acid

(S)-2-amino-4-methylpentan-1-ol

benzyl bromide

(S)-benzyl 2-(dibenzylamino)-4-methylpentanoate

Downstream raw materials:

(S)-2-(dibenzylamino)-4-methylpentanal

(2R,3S)-3-(dibenzylamino)-5-methylhexan-2-ol

(2S,3S)-3-(dibenzylamino)-5-methylhexan-2-ol

(+)-(2R,3S)-3-(dibenzylamino)-1,1,1-trifluoro-5-methylhexan-2-ol

Refernces

• 1、 Bastin,Brocard,Pelinski. "Chiral ferrocenyl amino alcohols as analogues of norephedrine catalysts for enantioselective addition of diethylzinc to benzaldehyde". . p. 7303 - 7307. Retrieved 2000.
• 2、 -. "A preparation method of the pregabalin". Paragraph 0152-0156. . Retrieved 2019/07/08.
• 3、 Kato, Kodai,Hirano, Koji,Miura, Masahiro. "Copper-Catalyzed Regio- and Enantioselective Aminoboration of Unactivated Terminal Alkenes". supporting information. p. 5775 - 5778. Retrieved 2018/03/27.