(R)-1-CBZ-3-PYRROLIDINOL
(R)-1-CBZ-3-PYRROLIDINOL Basic information
- Product Name:
- (R)-1-CBZ-3-PYRROLIDINOL
- Synonyms:
-
- (R)-(-)-1-CBZ-3-HYDROXY-PYRROLIDINE
- (R)-benzyl 3-hydroxypyrrolidine-1-carboxylate
- (R)-N-Cbz-3-hydroxypyrrolidine
- (R)-3-Hydroxy-pyrrolidine-1-carboxylic acid benzyl ester
- N-Cbz-3(R)-hydroxypyrrolidine
- (R)-1-Benzyloxycarbonyl-3-pyrrolidinol, (R)-1-Carbobenzoxy-3-pyrrolidinol, (R)-N-Z-3-Pyrrolidinol
- (R)-1-Cbzl-3-pyrrolidinol
- R-1-N-CBZ-3- hydroxy-pyrroline
- CAS:
- 100858-33-1
- MF:
- C12H15NO3
- MW:
- 221.25
- Mol File:
- 100858-33-1.mol
(R)-1-CBZ-3-PYRROLIDINOL Chemical Properties
- Melting point:
- 74-79 °C
- Boiling point:
- 370.7±42.0 °C(Predicted)
- Density
- 1.263±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- soluble in Chloroform
- form
- powder to crystal
- pka
- 14.72±0.20(Predicted)
- color
- Light orange to Yellow to Green
- InChI
- InChI=1S/C12H15NO3/c14-11-6-7-13(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5,11,14H,6-9H2/t11-/m1/s1
- InChIKey
- MBLJFGOKYTZKMH-LLVKDONJSA-N
- SMILES
- N1(C(OCC2=CC=CC=C2)=O)CC[C@@H](O)C1
- CAS DataBase Reference
- 100858-33-1
Safety Information
- Hazard Codes
- T
- Risk Statements
- 25-36/37/38
- Safety Statements
- 26-45
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- HazardClass
- 6.1
- PackingGroup
- Ⅲ
- HS Code
- 29339900
(R)-1-CBZ-3-PYRROLIDINOL Usage And Synthesis
Chemical Properties
White to brown crystal to powder
Uses
(R)-1-CBZ-3-PYRROLIDINOL is an intermediate in synthesizing Monocrotaline-d4 (M526002), a labelled Monocrotaline (M526000) which is a toxic pyrrolizidine alkaloid isolated from Crotalaria spp. It is used for inducing pulmonary diseases in rats.
Synthesis
130312-02-6
100858-33-1
General procedure for the synthesis of N-CBZ-3-(R)-hydroxypyrrolidine using N-Cbz-3-pyrrolidone as starting material: a reaction mixture of 1 mL of potassium phosphate buffer (100 mM, pH 7.0) containing 200 mM of substrate, 1 mM NAD+, 5% (v/v) 2-propanol, and 10 mg of crude enzyme READH was warmed at 50 °C. For ChKRED20, the reaction conditions were adjusted to 40% (v/v) 2-propanol and 40°C reaction temperature. The reaction progress was monitored by thin layer chromatography (TLC) and the reaction was terminated by the addition of 1 mL of methyl tert-butyl ether extraction. The organic phase was dried with anhydrous sodium sulfate and concentrated. The conversion and enantiomeric excess were determined by chiral high performance liquid chromatography (HPLC). The products were purified by silica gel column chromatography and structurally characterized by nuclear magnetic resonance (NMR) analysis, spinometry and mass spectrometry (MS).
References
[1] Process Biochemistry, 2017, vol. 56, p. 90 - 97
(R)-1-CBZ-3-PYRROLIDINOLSupplier
- Tel
- 021-57790084; 13918007836
- sales@hoborchem.com
- Tel
- 18210857532; 18210857532
- jkinfo@jkchemical.com
- Tel
- 4006356688 18621169109
- market03@meryer.com
- Tel
- 021-67121386
- Sales-CN@TCIchemicals.com
- Tel
- 021-021-58432009 400-005-6266
- sales8178@energy-chemical.com
(R)-1-CBZ-3-PYRROLIDINOL(100858-33-1)Related Product Information
- (S)-1-CBZ-3-PYRROLIDINOL 95
- N-Cbz-Nortropinone
- Benzyl formate
- 3-Pyrrolidinol
- (3S,4S)-N-Cbz-3,4-dihydroxypyrrolidine
- (R)-1-CBZ-3-PYRROLIDINOL
- Z-TRANS-4-HYDROXY-L-PROLINOL
- N-Cbz-Hydroxy-L-proline
- Z-HYP-OME
- Z-D-CIS-HYP-OH
- N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER
- 1-CBZ-4(R)-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID ETHYL ESTER
- Z-HYP(TBU)-OH
- 1,4-DIOXA-7-AZA-SPIRO[4.4]NONANE-7-CARBOXYLIC ACID BENZYL ESTER
- L-ZHPROMSME
- (2R, 4R)-4-(TOLUENE-4-SULFONYLOXY)-1-[BENZYLOXYCARBONYL]-PYRROLIDINE-2-ETHYLCARBOXYLATE
- N-BENZYLOXYCARBONYL-5-ANTI-BROMO-6-ANTI-ACETOXY-3-ENDO-(HYDROXYMETHYL)-2-AZABICYCLO[2.1.1]HEXANE
- AKOS 334