DL-Methioninol

Base Information

• Chemical Name: DL-Methioninol
• CAS No.: 502-83-0
• Molecular Formula: C5H13 N O S
• Molecular Weight: 135.23
• Hs Code.: 29309099
• NSC Number: 67800
• UNII: VJ2SE6BAU7
• DSSTox Substance ID: DTXSID20951606
• Nikkaji Number: J1.102.390H
• Mol file: 502-83-0.mol

Synonyms:methioninol;methioninol, (+-)-isomer

Chemical Property of DL-Methioninol

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Melting Point: 31-36 °C
• Refractive Index: 1.519-1.521
• PSA: 71.55000
• LogP: 0.75940
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 135.07178521
• Heavy Atom Count: 8
• Complexity: 51.7

Purity/Quality:

98%min ^*data from raw suppliers

DL-Methioninol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(CO)N

Technology Process of DL-Methioninol

There total 5 articles about DL-Methioninol 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: 88.3%

D-methionine (348-67-4,26062-47-5,58576-49-1) → (R)-2-amino-4-methylthio-1-butanol (502-83-0,2899-37-8,16720-80-2,87206-44-8)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; at 66 ℃; for 18h;

DOI:10.1016/j.bmcl.2007.10.028

Reference yield:

tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate (91177-57-0) → (R)-2-amino-4-methylthio-1-butanol (502-83-0,2899-37-8,16720-80-2,87206-44-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(01)80104-0

Reference yield:

N-t-butoxycarbonyl-D-methionine (2488-15-5,5241-66-7,91602-35-6,93000-03-4) → (R)-2-amino-4-methylthio-1-butanol (502-83-0,2899-37-8,16720-80-2,87206-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: 89 percent / LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temp., 1 h

3: CF₃CO₂H / CH₂Cl₂

With lithium aluminium tetrahydride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(01)80104-0

upstream raw materials:

D-methionine isopropyl ester

tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate

D-methionine

N-t-butoxycarbonyl-D-methionine

Downstream raw materials:

(R)-4-methylsulfanyl-2-(4-nitro-benzoylamino)-1-(4-nitro-benzoyloxy)-butane

3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-4-methylsulfanyl-2-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyl ester

(4S)-4,5-dihydro-4-<2-(methylsulfanyl)ethyl>-2-phenyl-1,3-oxazole

(R)-N-[1-hydroxy-4-(methylthio)butan-2-yl]-4-methylbenzenesulfonamide