ChemicalBook > CAS DataBase List > 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE

3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE

Product Name: 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE
CAS No.: 101376-25-4
Chemical Name: 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE
Synonyms: (3S)-4-benzylmorpholin-3-yl]methanol;(S)-(4-benzylMorpholin-3-yl)Methanol;(S)-4-BENZYL-3-HYDROXYMETHYLMORPHOLINE;(S)-4-(phenylmethyl)-3-Morpholinemethanol;(3S)-4-(Phenylmethyl)-3-morpholinemethanol;3-Morpholinemethanol, 4-(phenylmethyl)-, (3S)-;(3S)-4-(Phenylmethyl)-3-morpholinemethanol,99%e.e.;(4-Benzyl-3-Morpholinyl)Methanol (4Benzylmorpholin3yl)methanol
CBNumber: CB31010241
Molecular Formula: C12H17NO2
Formula Weight: 207.27
MOL File: 101376-25-4.mol

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3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE Property

Melting point:: 230-231 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
Boiling point:: 322.7±22.0 °C(Predicted)
Density: 1.117±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form: Solid
pka: 14.85±0.10(Predicted)
color: Pale Yellow to Pale Beige

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: P335735
Product name: (3S)-4-(Phenylmethyl)-3-morpholinemethanol
Packaging: 250mg
Price: $150
Updated: 2021/12/16

Activate Scientific

Product number: AS13098
Product name: (S)-(4-Benzylmorpholin-3-yl)methanol
Purity: 95+% ee
Packaging: 250mg
Price: $184
Updated: 2021/12/16

AK Scientific

Product number: X6275
Product name: 3(S)-Hydroxymethyl-4-benzylmorpholine
Packaging: 250mg
Price: $282
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0037814
Product name: 3(S)-HYDROXYMETHYL-4-BENZYL MORPHOLINE
Purity: 95.00%
Packaging: 250MG
Price: $317.1
Updated: 2021/12/16

Activate Scientific

Product number: AS13098
Product name: (S)-(4-Benzylmorpholin-3-yl)methanol
Purity: 95+% ee
Packaging: 1g
Price: $363
Updated: 2021/12/16

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3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE Chemical Properties,Usage,Production

Uses

(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.

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.

Synthesis

106973-36-8

101376-25-4

General procedure for the synthesis of (S)-(4-benzylmorpholin-3-yl)methanol from (R)-4-benzyl-5-oxo-3-morpholinecarboxylic acid: to a stirred solution of (R)-4-benzyl-5-oxo-3-morpholinecarboxylic acid (17.7 g, 75.3 mmol) in tetrahydrofuran (THF, 300 mL) was added triethylamine (NEt3, 7.3 g, 10.0 mL, 72.0 mmol). The reaction mixture was cooled to 0 °C and dimethyl sulfide borane complex (BH3-Me2S, 10 M THF solution, 45.0 mL, 450.0 mmol) was slowly added. After heating and refluxing the reaction mixture for 12 h, it was cooled to room temperature and the excess borane was quenched by slow addition of methanol (MeOH) at 0 °C. The reaction mixture was concentrated in vacuum and the resulting white solid was dissolved in ethyl acetate (EtOAc, 120 mL) and washed with aqueous sodium hydroxide (20% v/v, 2 x 100 mL). The organic phase was extracted with 2M aqueous hydrochloric acid (2 x 150mL). The acidic aqueous phases were combined, alkalized to pH 14 with solid sodium hydroxide, and back-extracted with ethyl acetate (2 × 150 mL). The organic phases were combined, washed with brine (150 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated in vacuum to give (S)-(4-benzylmorpholin-3-yl)methanol (13.5 g, 87% yield) as a clear oil, which did not need to be further purified. δH(CDCl3) 7.29-7.16 (5H, m), 4.05 (1H, d, J = 12.8 Hz), 3.88 (1H, dd, J=11.5 Hz and J=4.5 Hz), 3.78 (1H, m), 3.70-3.53 (2H, m), 3.51-3.40 (2H, m), 3.20 (1H, d, J=13.2 Hz), 2.68 (1H, dt, J=12.1 Hz and J=2.8 Hz). 2.48 (1H, m), 2.27 (1H, m), 2.20-2.15 (1H, br.s).

References

[1] Patent: WO2008/47109, 2008, A1. Location in patent: Page/Page column 40-41
[2] Patent: WO2009/1089, 2008, A1. Location in patent: Page/Page column 29
[3] Patent: WO2009/71895, 2009, A1. Location in patent: Page/Page column 110
[4] Patent: US2011/3785, 2011, A1. Location in patent: Page/Page column 11
[5] Patent: US2008/255114, 2008, A1. Location in patent: Page/Page column 31

3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE manufacturers

Career Henan Chemical Co

Product: 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE 101376-25-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2020-01-09

101376-25-4, 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINERelated Search:

3(S)-HYDROXYMETHYLMORPHOLINE 4-BENZYL-3-HYDROXYMETHYLMORPHOLINE 4-BENZYL-3(R)-MORPHOLINECARBOXYLIC ACID 3(S)-HYDROXYMETHYL-4-BENZYLMORPHOLINE

(S)-4-BENZYL-3-HYDROXYMETHYLMORPHOLINE

(S)-(4-benzylMorpholin-3-yl)Methanol

(3S)-4-(Phenylmethyl)-3-morpholinemethanol

(S)-4-(phenylmethyl)-3-Morpholinemethanol

(4-Benzyl-3-Morpholinyl)Methanol (4Benzylmorpholin3yl)methanol

(3S)-4-(Phenylmethyl)-3-morpholinemethanol,99%e.e.

3-Morpholinemethanol, 4-(phenylmethyl)-, (3S)-

(3S)-4-benzylmorpholin-3-yl]methanol

101376-25-4