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(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL

(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL structure

CAS No:
53912-80-4
Formula:
C12H17NO
Chemical Name:
(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL
Synonyms:
(1-Benzyl-2-pyrrolidinyl)methanol;[1-(phenylmethyl)-2-pyrrolidinyl]methanol;[1-(phenylmethyl)pyrrolidin-2-yl]methanol;1-N-Benzyl-L-prolinol;(S)-1-(Phenylmethyl)-2-pyrrolidinemethanol;N-BENZYL-L-PROLINOL;(S)-(1-BENZYL-PYRROLIDIN-2-YL)-METHANOL;S(-)-1-BENZYLPYRROLIDINE-2-METHANOL
Categories:
Biochemical Engineering > Amino Acids and Derivatives

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Description

Colorless to pale yellow liquid

(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL Basic Attributes

Molecular Weight：

191.27

Exact Mass：

191.13100

DSSTox ID：

DTXSID30352125

HScode：

2933990090

Characteristics

PSA：

23.5

XLogP3：

1.6

Density：

1.082g/cm3

Boiling Point：

115-120 °C0.5 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

n20/D 1.541(lit.)

Storage Conditions：

2-8°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL Use and Manufacturing

Methods of Manufacturing

25.75 g (0.68 mol) of LiAlH4 were slowly added via powder funnel to a cooled solution of(S)-1’’ (49.6 g, 0.23 mol) in anhydrous THF (400 mL) under N2. After stirring for one hourat 0 °C, the suspension was allowed to reach room temperature and then, it was refluxedduring 3 h. The mixture was cooled again at 0 °C in order to quench the reaction. Quenchingwas carried out by carefully adding the cold content on 1.5 L of ice, this last in turn containedin a 4 L Erlenmeyer flask equipped with a cooling bath. Once the frost has melted, theresulting suspension is poured onto a celite pad to remove alkalis and the solid residue waswashed with 300 mL of hot ethyl acetate. The resultant biphasic filtrate was separated andTHF was removed from the aqueous layer in a rotary evaporator, extracting again the residualliquid previously cooled with a similar amount of ethyl acetate. The combined organic layerswere dried with Na2SO4 and concentrated, and the crude was distilled under reduced pressure(110 °C, 1.5 mmHg), obtaining 41.8 g (0.22 mol) of the desired amino alcohol (S)-5 as acolourless liquid in 97 percent yield.A solution of pyrrolidine derivative 36a (26.84 g, 0.122 mol) in THF (150 ml) was added dropwise to a suspension of LiAlHA solution of (2S)-benzylproline (3g, 14.6mmol) in THF (30ml) was cooled to 0°C and a suspension of LiAlH

Uses

Precursor of pure chiral amine oxide derived from proline. The raw material of enantiopure 3-hydroxypiperidine has such structural characteristics as many natural products.

Computed Properties

Molecular Weight:191.27
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:191.131014166
Monoisotopic Mass:191.131014166
Topological Polar Surface Area:23.5
Heavy Atom Count:14
Complexity:166
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of (S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL

HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

(S)-1-N-Benzyl-prolinol

CAS No.: 53912-80-4

Content: 99.00%

Inquiry
Hangzhou Royalchem Co.,LTD Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of Pharmaceutical intermediates

N-Benzyl-L-prolinol RC08161

Unit Price: $1 /KG EXW

CAS No.: 53912-80-4

Grade: Industrial Grade

Content: 99%

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Guide of (S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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(S)-(-)-1-BENZYL-2-PYRROLIDINEMETHANOL

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