ChemicalBook > CAS DataBase List > (R)-1-CBZ-3-PYRROLIDINOL

(R)-1-CBZ-3-PYRROLIDINOL

Product Name
(R)-1-CBZ-3-PYRROLIDINOL
CAS No.
100858-33-1
Chemical Name
(R)-1-CBZ-3-PYRROLIDINOL
Synonyms
(R)-(-)-1-Cbz-3-pyrroL;(R)-1-Cbzl-3-pyrrolidinol;(3R)-N-CBZ-3-pyrrolidinol;(R)-(-)-1-Cbz-3-pyrrolidinol;(R)-N-Cbz-3-hydroxypyrroline;N-Cbz-3(R)-hydroxypyrrolidine;R-1-N-CBZ-3- hydroxy-pyrroline;(R)-N-Cbz-3-hydroxypyrrolidine;(R)-1-Cbz-3-pyrrolidinol, ee: 98%;(R)-(?)-1-Cbz-3-pyrrolidinol
CBNumber
CB0505444
Molecular Formula
C12H15NO3
Formula Weight
221.25
MOL File
100858-33-1.mol
More
Less

(R)-1-CBZ-3-PYRROLIDINOL Property

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
More
Less

Safety

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
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
654655
Product name
(R)-(?)-1-Cbz-3-pyrrolidinol
Purity
95%
Packaging
5g
Price
$345
Updated
2025/07/31
Sigma-Aldrich
Product number
654655
Product name
(R)-(?)-1-Cbz-3-pyrrolidinol
Purity
95%
Packaging
1g
Price
$75.1
Updated
2023/06/20
TCI Chemical
Product number
C2585
Product name
(R)-1-Carbobenzoxy-3-pyrrolidinol
Purity
>98.0%(GC)
Packaging
1g
Price
$40
Updated
2025/07/31
TCI Chemical
Product number
C2585
Product name
(R)-1-Carbobenzoxy-3-pyrrolidinol
Purity
>98.0%(GC)
Packaging
5g
Price
$194
Updated
2025/07/31
TRC
Product number
C227808
Product name
(R)-(-)-1-Cbz-3-pyrrolidinol
Packaging
100mg
Price
$75
Updated
2021/12/16
More
Less

(R)-1-CBZ-3-PYRROLIDINOL Chemical Properties,Usage,Production

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-PYRROLIDINOL Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

(R)-1-CBZ-3-PYRROLIDINOL Suppliers

Americas 1 Belgium 2 China 115 Europe 2 Germany 3 India 3 Japan 2 Switzerland 2 United Kingdom 4 United States 21 Global 155
Matrix Fine Chemicals GmbH
Tel
--
Fax
--
Email
nfo@matrix-fine-chemicals.com
Country
Switzerland
ProdList
6968
Advantage
58
SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
More
Less

View Lastest Price from (R)-1-CBZ-3-PYRROLIDINOL manufacturers

Career Henan Chemical Co
Product
(R)-1-CBZ-3-PYRROLIDINOL 100858-33-1
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Customized
Release date
2018-12-18

100858-33-1, (R)-1-CBZ-3-PYRROLIDINOLRelated Search:

(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

  • (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
  • (R)-(-)-1-Cbz-3-pyrrolidinol
  • (3R)-N-CBZ-3-pyrrolidinol
  • (R)-1-Cbz-3-pyrrolidinol, ee: 98%
  • (R)-1-Carbobenzoxy-3-hydroxypyrrolidine (R)-1-Cbz-3-pyrrolidinol
  • benzyl (3R)-3-hydroxypyrrolidine-1-carboxylate
  • (R)-N-Cbz-3-hydroxypyrroline
  • (S)-N-Boc-3-hydroxypyrroline,99%e.e.
  • (R)-1-Cbz-3-pyrrolidinol, 98%, ee: 98%
  • Benzyl (R)-3-hydroxypyrrolidine-1-carboxylate
  • (R)-1-Carbobenzoxy-3-pyrrolidinol &gt
  • (R)-(-)-1-Cbz-3-pyrroL
  • 1-Pyrrolidinecarboxylic acid, 3-hydroxy-, phenylmethyl ester, (3R)-
  • (R)-1-Benzyloxycarbonyl-3-hydroxypyrrolidine
  • (R)-1-Carbobenzoxy-3-hydroxypyrrolidine
  • (R)-(3-hydroxypyrrolidin-1-yl)(phenyl)methanone
  • (<i>R</i>)-(?)-1-Cbz-3-pyrrolidinol
  • 100858-33-1
  • 100856-33-1