ChemicalBook > CAS DataBase List > (S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name
(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.
199174-24-8
Chemical Name
(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms
(S)-3-HydroxyMethyl-pyrrolidine-1-carboxylic;N-Boc-L-^b-Prolinol;N-Boc-L-beta-prolinol;N-Boc-L-^b-prolinol, 97+%;(S)-1-Boc-3-(hydroxyMethy...;(S)-1-Boc-3-pyrrolidinemethanol;(S)-N-BOC-PYRROLIDINE-3-METHANOL;(S)-1-Boc-3-hydroxymethylpyrrolidine;1-Boc-3(S)-(HydroxyMethyl)Pyrrolidine;(S)-1-tert-Butoxycarbonylpyrrolidine-3-methanol
CBNumber
CB2299789
Molecular Formula
C10H19NO3
Formula Weight
201.26
MOL File
199174-24-8.mol
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(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:
285-289℃
Density 
1.084
storage temp. 
2-8°C
form 
liquid
pka
14.93±0.10(Predicted)
color 
Brown
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1
InChIKey
HKIGXXRMJFUUKV-QMMMGPOBSA-N
SMILES
N1(C(OC(C)(C)C)=O)CC[C@H](CO)C1
CAS DataBase Reference
199174-24-8
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
H972470
Product name
(S)-3-Hydroxymethyl-pyrrolidine-1-carboxylicacidtert-butylester
Packaging
1g
Price
$75
Updated
2021/12/16
Oakwood
Product number
048621
Product name
(S)-1-Boc-3-Hydroxymethyl-pyrrolidine
Purity
96%
Packaging
250mg
Price
$15
Updated
2021/12/16
Oakwood
Product number
048621
Product name
(S)-1-Boc-3-Hydroxymethyl-pyrrolidine
Purity
96%
Packaging
1g
Price
$25
Updated
2021/12/16
SynQuest Laboratories
Product number
4H51-1-X3
Product name
(3S)-3-(Hydroxymethyl)pyrrolidine, N-Boc protected
Packaging
1g
Price
$78
Updated
2021/12/16
AK Scientific
Product number
W4215
Product name
(S)-1-Boc-(3-Hydroxymethyl)pyrrolidine
Packaging
1g
Price
$83
Updated
2021/12/16
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(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Uses

It is used as a pharmaceutical intermediate.

Synthesis

24424-99-5

1264942-79-1

199174-24-8

The general procedure for the synthesis of (S)-1-BOC-3-hydroxymethylpyrrolidine from di-tert-butyl dicarbonate and compound (CAS:1264942-79-1) was as follows: 1. 1-[(1S)-1'-phenylethyl]pyrrolidine (8.81 g, 27.6 mmol) was dissolved in 1,2-dichloroethane (75 ml) at room temperature and 1-chloroethyl chloroformate (8.1 ml, 75 mmol) was added to this solution. 2. The resulting mixture was refluxed for 5 hours and then cooled to room temperature. 3. diisopropylethylamine (2.3 ml, 13 mmol) was added to the cooled brown solution and the mixture was refluxed again for 3 hours. 4. After completion of the reaction, the mixture was concentrated and the residue was diluted with ethyl acetate and washed with 1N aqueous hydrochloric acid. 5. The organic layer was dried with anhydrous sodium sulfate and subsequently concentrated under reduced pressure. 6. The residue was dissolved in methanol, an aqueous 1N hydrochloric acid solution was added and the aqueous solution was washed with ethyl acetate. 7. The aqueous solution was alkalized with solid potassium carbonate and the alkaline solution was cooled to 0 °C. 8. tert-Butyl dicarbonate (6.3 g, 29 mmol) was added to tetrahydrofuran (75 ml) at 0 °C. 9. The resulting mixture was stirred for 3 hours and then the organic material was extracted with ethyl acetate. 10. The organic layer was dried with anhydrous sodium sulfate and the solvent was removed under reduced pressure. 11. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 3/1 to 1/2) to afford tert-butyl 3-hydroxymethylpyrrolidine-1-carboxylate (2.96 g, 14.7 mmol, 53%) as a colorless oil.

References

[1] Patent: WO2011/19090, 2011, A1. Location in patent: Page/Page column 45-46

(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Suppliers

China 141 India 1 United Kingdom 2 United States 21 Global 165
ITIC MEDCHEM(SUZHOU) CO.,LTD.
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View Lastest Price from (S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER manufacturers

Career Henan Chemical Co
Product
(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 199174-24-8
Price
US $1.80-3.60/KG
Min. Order
1KG
Purity
99%
Supply Ability
88KG
Release date
2019-09-04

199174-24-8, (S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:

3(R)-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,(R)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER BOC-L-Prolinol (2S)-3β-Hydroxy-2β-(hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester (R)-2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (2R)-3α-Hydroxy-2α-(hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester 2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (4R,5S)-1-BENZYL-4-(4-FLUORO-PHENYL)-5-HYDROXYMETHYL-PYRROLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER 3-Amino-4-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 3-AMINO-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 4-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

  • tert-butyl (3S)-3-(hydroxyMethyl)pyrrolidine-1-carboxylate
  • (3S)-3-(Hydroxymethyl)pyrrolidine, N-BOC protected
  • tert-Butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate, (3S)-1-(tert-Butoxycarbonyl)-3-(hydroxymethyl)pyrrolidine
  • (S)-1-Boc-3-pyrrolidinemethanol
  • 1,1-dimethylethyl (3S)-3-(hydroxymethyl)-1-pyrrolidinecarboxylate
  • N-Boc-L-beta-prolinol
  • tert-butyl(S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate
  • 3(S)-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (S)-N-BOC-PYRROLIDINE-3-METHANOL
  • (S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (S)-1-tert-Butoxycarbonylpyrrolidine-3-methanol
  • (S)-1-Boc-3-hydroxymethylpyrrolidine
  • (3S)-3-Hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester
  • (S)-3-PyrrolidineMethano(3-(S)-HydroxyMethylpyrrolidine, (S)-Pyrrolidin-3-ylMethanol)
  • N-Boc-L-^b-prolinol, 97+%
  • 1-Boc-3(S)-(HydroxyMethyl)Pyrrolidine
  • (S)-1-Boc-3-(hydroxyMethy...
  • 1-Pyrrolidinecarboxylic acid, 3-(hydroxyMethyl)-, 1,1-diMethylethyl ester, (3S)-
  • (S)-3-HydroxyMethyl-pyrrolidine-1-carboxylic
  • tert-Butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate, (3S)-1-(tert-Butox
  • (S)-3-Hydroxymethyl-Pyrrolidine-1-Carboxylic Acid Tert-Butyl...
  • 1-Pyrrolidinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3S)- (9CI, ACI)
  • 3-(hydroxymethyl)-1-Pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (3S)- (9CI ACI)
  • N-Boc-L-^b-Prolinol
  • 199174-24-8
  • pharmacetical