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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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:
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