(s)-(4-Benzylmorpholin-3-yl)methanol

Base Information

• Chemical Name: (s)-(4-Benzylmorpholin-3-yl)methanol
• CAS No.: 101376-25-4
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60363825
• Wikidata: Q82147569
• Mol file: 101376-25-4.mol

Synonyms:101376-25-4;(s)-(4-benzylmorpholin-3-yl)methanol;3(s)-hydroxymethyl-4-benzylmorpholine;[(3S)-4-benzylmorpholin-3-yl]methanol;(3S)-4-(phenylmethyl)-3-morpholinemethanol;(S)-4-Benzyl-3-hydroxymethylmorpholine;(S)-(4-Benzyl-morpholin-3-yl)-methanol;3-Morpholinemethanol, 4-(phenylmethyl)-, (3S)-;SCHEMBL945182;AMY1967;DTXSID60363825;MFCD06799482;AKOS015994953;DS-5642;CS-0144569;A897186

Chemical Property of (s)-(4-Benzylmorpholin-3-yl)methanol

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 230-231 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Refractive Index: 1.549
• Boiling Point: 322.7 °C at 760 mmHg
• PKA: 14.85±0.10(Predicted)
• Flash Point: 149 °C
• PSA: 32.70000
• Density: 1.117 g/cm³
• LogP: 0.81760
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 181

Purity/Quality:

99.3% ^*data from raw suppliers

(3S)-4-(Phenylmethyl)-3-morpholinemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC(N1CC2=CC=CC=C2)CO
• Isomeric SMILES: C1COC[C@@H](N1CC2=CC=CC=C2)CO
• Uses: (s)-(4-Benzylmorpholin-3-yl)methanol is used in the synthesis of a non-stimulant appetite suppressant. Different from conventional food suppressants as it does not release neurotransmitters. (3S)-4-(Phenylmethyl)-3-morpholinemethanol is used in the synthesis of a non-stimulant appetite suppressant. Different from conventional food suppressants as it does not release neurotransmitters.

Technology Process of (s)-(4-Benzylmorpholin-3-yl)methanol

There total 5 articles about (s)-(4-Benzylmorpholin-3-yl)methanol 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: 87.0%

(3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid (106973-36-8) → (S)-4-benzyl-3-(hydroxymethyl)morpholine (101376-25-4)

Guidance literature:

With dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; for 12h; Heating / reflux;

Reference yield: 87.0%

→ (S)-4-benzyl-3-(hydroxymethyl)morpholine (101376-25-4)

Guidance literature:

Reference yield:

benzaldehyde (100-52-7) → (S)-4-benzyl-3-(hydroxymethyl)morpholine (101376-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) sodium hydroxide (2 M); 2) sodium borohydride / 1) 30 min; 2) 6-10 deg C

2: 23 percent / sodium hydroxide / H₂O / 0 deg C, 30 min, 30-33 deg C, 2 h

3: 1) borane-dimethylsulphide complex, triethylamine; 2) aq. sodium hydroxide (2M) / 1) THF, 0 deg C, 15 min; 2) reflux, 6 h

With sodium hydroxide; sodium tetrahydroborate; dimethylsulfide borane complex; triethylamine; In water;

upstream raw materials:

(3R)-5-oxo-4-(phenylmethyl)-3-morpholinecarboxylic acid

benzaldehyde

N-(phenylmethyl)-D-serine

Downstream raw materials:

(3S)-3-methoxymethylmorpholine

(3S)-3-(3-phenylprop-2-yn-1-yl)morpholine

(S)-3-(hydroxymethyl)morpholine

(S)-3-<(benzyloxy)methyl>-4-(phenoxycarbonyl)morpholine

Refernces

• 1、 -. "Fused Thiazole Derivatives As Kinase Inhibitors". Page/Page column 11. . Retrieved 2011/01/12.
• 2、 -. "THIAZOLE DERIVATIVES AS KINASE INHIBITORS". Page/Page column 40-41. . Retrieved 2008/12/05.