(2S,3S)-3-Methyl-2-(methylamino)-1-pentanol

Base Information

• Chemical Name: (2S,3S)-3-Methyl-2-(methylamino)-1-pentanol
• CAS No.: 112150-28-4
• Molecular Formula: C₇H₁₇NO
• Molecular Weight: 131.218
• DSSTox Substance ID: DTXSID301260086
• Nikkaji Number: J1.328.978F
• Mol file: 112150-28-4.mol

Synonyms:112150-28-4;(2S,3S)-3-methyl-2-(methylamino)pentan-1-ol;(2S,3S)-3-Methyl-2-(MethylaMino)pentan-1-ol hydrochloride;(2S,3S)-3-Methyl-2-(methylamino)-1-pentanol;SCHEMBL10412635;DTXSID301260086;AKOS006358257

Chemical Property of (2S,3S)-3-Methyl-2-(methylamino)-1-pentanol

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 131.131014166
• Heavy Atom Count: 9
• Complexity: 65.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(CO)NC
• Isomeric SMILES: CC[C@H](C)[C@@H](CO)NC

Technology Process of (2S,3S)-3-Methyl-2-(methylamino)-1-pentanol

There total 4 articles about (2S,3S)-3-Methyl-2-(methylamino)-1-pentanol 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: 84.0%

(2S,3S)-N-formylisoleucine methyl ester (3154-48-1) → (2S,3S)-N-methyl-iso-leucinol (112150-28-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; reflux, 3 h, 20 degC, 12 h;

DOI:10.1016/S0022-328X(00)99348-3

Reference yield:

methyl L-isoleucinate hydrochloride (18598-74-8) → (2S,3S)-N-methyl-iso-leucinol (112150-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Et₃N / CHCl₃ / 3 h / 20 °C

2: 84 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; chloroform; 1: Formylation / 2: Reduction;

DOI:10.1016/S0957-4166(00)00055-0

Reference yield:

L-isoleucine (73-32-5,959215-79-3,18875-42-8) → (2S,3S)-N-methyl-iso-leucinol (112150-28-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / SOCl₂ / 2 h / 20 °C

2: 60 percent / Et₃N / CHCl₃ / 3 h / 0 - 10 °C

3: 84 percent / AlLiH₄ / tetrahydrofuran / reflux, 3 h, 20 degC, 12 h

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; In tetrahydrofuran; chloroform;

DOI:10.1016/S0022-328X(00)99348-3

upstream raw materials:

(2S,3S)-N-formylisoleucine methyl ester

L-isoleucine

methyl L-isoleucinate hydrochloride