N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
- Product Name
- N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
- CAS No.
- 101469-92-5
- Chemical Name
- N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol
- Synonyms
- tert-butyl (S)-3-hydroxypyrrolidine-1-carboxylate;(S)-1-BOC-3-HYDROXYPYRROLIDINE;(S)-TERT-BUTYL 3-HYDROXYPYRROLIDINE-1-CARBOXYLATE;(S)-N-BOC-3-PYRROLIDINOL;(S)-1-N-Boc-3-pyrrolidinol;(S)-N-BOC-3-HYDROXYPYRROLIDINE;(S)-1-Boc-3;(S)-1-BOC-3-Pyrolidinol;Cilnidipine Impurity 62;(S)-1-BOC-3-PYRROLIDINOL
- CBNumber
- CB4232377
- Molecular Formula
- C9H17NO3
- Formula Weight
- 187.24
- MOL File
- 101469-92-5.mol
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Property
- Melting point:
- 60-64 °C (lit.)
- alpha
- 26 º (c=1%, MeOH)
- Boiling point:
- 273.3±33.0 °C(Predicted)
- Density
- 1.142±0.06 g/cm3(Predicted)
- refractive index
- 27 ° (C=1, MeOH)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 14.74±0.20(Predicted)
- form
- Crystalline Powder
- color
- White to pale yellow
- optical activity
- [α]20/D +26°, c = 1% in methanol
- BRN
- 6271108
- InChI
- InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h7,11H,4-6H2,1-3H3/t7-/m0/s1
- InChIKey
- APCBTRDHCDOPNY-ZETCQYMHSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC[C@H](O)C1
- CAS DataBase Reference
- 101469-92-5(CAS DataBase Reference)
Safety
- Hazard Codes
- T,Xi
- Risk Statements
- 25-37/38-41-R41-R37/38-R25
- Safety Statements
- 26-39-45-S45-S39-S26
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- F
- 10
- HazardClass
- 6.1
- PackingGroup
- Ⅲ
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 634786
- Product name
- (S)-(+)-N-Boc-3-pyrrolidinol
- Purity
- 97%
- Packaging
- 1g
- Price
- $27.9
- Updated
- 2025/07/31
- Product number
- 634786
- Product name
- (S)-(+)-N-Boc-3-pyrrolidinol
- Purity
- 97%
- Packaging
- 5g
- Price
- $90.3
- Updated
- 2025/07/31
- Product number
- B3055
- Product name
- (S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinol
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $31
- Updated
- 2025/07/31
- Product number
- B3055
- Product name
- (S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinol
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $46
- Updated
- 2025/07/31
- Product number
- B809915
- Product name
- (S)-tert-Butyl3-hydroxypyrrolidine-1-carboxylate
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
(S)-(+)-N-Boc-3-pyrrolidinol can be used as a reactant to synthesize:
- tert-Butyl 3-(2-bromophenoxy)pyrrolidine-1-carboxylate, which is employed as a key intermediate in the preparation of IkB-kinase IKK2 inhibitor.
- Dimethoxy-pyrrolidylquinazoline , and peptidomimetic quinoline derivatives.
Synthesis
24424-99-5
40499-83-0
83220-73-9
The general procedure for the synthesis of 1-tert-butoxycarbonyl-3-hydroxy-pyrrolidine from di-tert-butyl dicarbonate and 3-hydroxy-pyrrolidine was as follows: first, (R)-3-pyrrolidinol (539 mg, 6.19 mmol) was converted into compound 16b to afford a colorless oily substance (1.3 g, 100% yield). The spectral data of this product were consistent with the expected structure and in accordance with literature reports (see Kucznierz, R. et al. J. Med. Chem. 1998, 41, 4983-4994). Subsequently, compound 16b was converted by reaction to compound 16c, again as a colorless oil. Next, compound 16e was prepared from compound 16c by a two-step reaction, still as a colorless oily substance. Finally, compound 16e was further reacted to obtain the target product compound 16, which was rendered as a yellow oily substance.
References
[1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 969 - 973
[2] Patent: WO2015/9731, 2015, A2. Location in patent: Paragraph 00106
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4983 - 4994
[4] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 17, p. 5812 - 5832
[5] Patent: WO2010/84767, 2010, A1. Location in patent: Page/Page column 86
N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol Preparation Products And Raw materials
Raw materials
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View Lastest Price from N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol manufacturers
- Product
- Boc-3-Hydroxypyrrolidine 101469-92-5
- Price
- US $150.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2024-11-22
- Product
- Evocalcet Impurity 10 101469-92-5
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 95%+
- Supply Ability
- 10000
- Release date
- 2025-01-22
- Product
- N-(tert-Butoxycarbonyl)-(S)-(+)-3-pyrrolidinol 101469-92-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-17