(3S,4S)-1-Benzylpyrrolidine-3,4-diol

Product Name: (3S,4S)-1-Benzylpyrrolidine-3,4-diol
CAS No.: 90365-74-5
Chemical Name: (3S,4S)-1-Benzylpyrrolidine-3,4-diol
Synonyms: (3S;EOS-62152;(3S,4S)-Benzylpyrrolidine-3,4-diol;(3S,4S)-1-BENZYL-PYRROLIDINE-3,4-DIOL;(3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINDIOL;(3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINEDIOL;(3S,4S)-1-benzyl-3,4-dihydroxy-pyrrolidine;(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol 97%;(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol,97%;(3S,4S)-1-(phenylMethyl)-3,4-Pyrrolidinediol
CBNumber: CB2187071
Molecular Formula: C11H15NO2
Formula Weight: 193.24
MOL File: 90365-74-5.mol

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(3S,4S)-1-Benzylpyrrolidine-3,4-diol Property

Melting point:: 94-100 °C
alpha: 33.6 º (c=1.05% in methanol)
Boiling point:: 329.46°C (rough estimate)
Density: 1.0945 (rough estimate)
refractive index: 1.5041 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 13.99±0.40(Predicted)
form: Powder, Crystals, and/or Chunks
color: Off-white to yellow to light brown
optical activity: [α]20/D +33.6±3°, c = 1.05% in methanol
BRN: 4992458
InChI: InChI=1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m0/s1
InChIKey: QJRIUWQPJVPYSO-QWRGUYRKSA-N
SMILES: N1(CC2=CC=CC=C2)C[C@H](O)[C@@H](O)C1
CAS DataBase Reference: 90365-74-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
F: 10-34
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich

Product number: 52057
Product name: (3S,4S)-(+)-1-Benzyl-3,4-pyrrolidinediol
Purity: ≥97.0% (sum of enantiomers, HPLC)
Packaging: 500mg
Price: $283
Updated: 2023/01/07

Usbiological

Product number: 268020
Product name: [3S-
Packaging: 1mg
Price: $569
Updated: 2021/12/16

Apolloscientific

Product number: OR322413
Product name: (3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol
Purity: 97%
Packaging: 25g
Price: $696
Updated: 2021/12/16

Matrix Scientific

Product number: 074463
Product name: (3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol
Purity: 95+%
Packaging: 5g
Price: $825
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0004639
Product name: (3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINDIOL
Purity: 95.00%
Packaging: 1G
Price: $984.06
Updated: 2021/12/16

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(3S,4S)-1-Benzylpyrrolidine-3,4-diol Chemical Properties,Usage,Production

Chemical Properties

off-white to light brown powder or needles

Uses

(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidinediol can be used:

As a building block for the preparation of novel chiral crown ethers.
As an intermediate in the synthesis of (3R,4R)1-benzyl-4-fluoropyrrolidin-3- amine.
As an intermediate in the preparation of 3-hydroxy-4-pyrrolidinyl analogs of nucleobases.

Synthesis

75172-31-5

90365-74-5

Tetrahydrofuran (3.6 L) was cooled under nitrogen protection and LiAlH4 (61.2 g, 1.6 mol) was slowly added. Subsequently, a tetrahydrofuran solution of (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione (132.7 g, 0.6 mol) was added dropwise to this suspension. The reaction mixture was refluxed for 12 h and cooled to room temperature. In an ice-water bath, ethyl acetate (144 mL), distilled water (61.2 mL), 5% aqueous NaOH solution (61.2 mL), and distilled water (183.6 mL) were added sequentially and slowly dropwise while maintaining vigorous stirring. The reaction mixture was filtered and the filter cake was washed with hot tetrahydrofuran (2 x 1.2 L). The filtrate and washings were combined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give a light yellow oil. The oil was recrystallized from ethyl acetate to give (3S,4S)-1-benzylpyrrolidine-3,4-diol (82.3 g, 71.0% yield) as a white solid.

References

[1] Tetrahedron, 2007, vol. 63, # 5, p. 1243 - 1253
[2] Angewandte Chemie, 1984, vol. 96, # 6, p. 425 - 426
[3] Patent: CN105693520, 2016, A. Location in patent: Paragraph 0148; 0149; 0159; 0151; 0152; 0153
[4] Patent: EP3067351, 2016, A1. Location in patent: Paragraph 0071; 0072
[5] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 9, p. 2219 - 2224

(3S,4S)-1-Benzylpyrrolidine-3,4-diol Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S,4S)-1-Benzylpyrrolidine-3,4-diol Suppliers

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View Lastest Price from (3S,4S)-1-Benzylpyrrolidine-3,4-diol manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

Product: (3S,4S)-1-Benzyl-3,4-pyrrolidindiol 90365-74-5
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: Customise
Release date: 2025-10-03

90365-74-5, (3S,4S)-1-Benzylpyrrolidine-3,4-diolRelated Search:

Povidone iodine Benzoyl peroxide Benzyl alcohol Benzyl acetate Benzyl chloride Pyrrolidine Benzyl benzoate Polyvinylpyrrolidone N-Methyl-2-pyrrolidone N-Vinyl-2-pyrrolidone 1-BENZYLPYRROLE Benzyl METHYL-2-PYRROLIDONE (3S,4S)-1-Benzylpyrrolidine-3,4-diol

(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol,97%

(3S,4S)-1-(phenylMethyl)-3,4-Pyrrolidinediol

(3S,4S)-1-benzyl-3,4-dihydroxy-pyrrolidine

(3S,4S)-1-BENZYL-PYRROLIDINE-3,4-DIOL

(3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINDIOL

(3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINEDIOL

(3S

(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol, GC 97%

(3S,4S)-1-(Phenylmethyl)-3,4-pyrrolidinediol,99%e.e.

EOS-62152

(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol 97%

(3S,4S)-Benzylpyrrolidine-3,4-diol

3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3S,4S)-

(3<i>S</i>,4<i>S</i>)-(+)-1-Benzyl-3,4-pyrrolidinediol

90365-74-5

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