Basic information Safety Supplier Related

(S)-1-CBZ-3-PYRROLIDINOL 95

Basic information Safety Supplier Related

(S)-1-CBZ-3-PYRROLIDINOL 95 Basic information

Product Name:
(S)-1-CBZ-3-PYRROLIDINOL 95
Synonyms:
  • (S)-(+)-1-Cbz-3-pyrrolidinol 98%
  • (S)-3-hydroxy-1-pyrrolidinecarboxylic acid phenylmethyl ester
  • S-1-N-CBZ-3- hydroxy-pyrroline
  • (S)-1-Cbz-3-pyrrolidinol (S)-1-Carbobenzoxy-3-hydroxypyrrolidine
  • (S)-(-)-1-Benzyloxycarbonyl-3-hydroxypyrrolidine, 95%
  • (S)-(+)-1-Cbz-3-pyrrolidinol, 98%, ee: 98%
  • (S)-(+)-1-Cbz-3-pyrrolidinol, ee: 98%
  • 1-Pyrrolidinecarboxylic acid, 3-hydroxy-, phenylmethyl ester, (3S)-
CAS:
100858-32-0
MF:
C12H15NO3
MW:
221.25
Product Categories:
  • Pyrrole&Pyrrolidine&Pyrroline
Mol File:
100858-32-0.mol
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(S)-1-CBZ-3-PYRROLIDINOL 95 Chemical Properties

Melting point:
71-77 °C
Boiling point:
370.7±42.0 °C(Predicted)
Density 
1.263±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
14.72±0.20(Predicted)
Appearance
White to off-white Solid
optical activity
[α]20/D +21°, c = 1 in chloroform
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-/m0/s1
InChIKey
MBLJFGOKYTZKMH-NSHDSACASA-N
SMILES
N1(C(OCC2=CC=CC=C2)=O)CC[C@H](O)C1
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Safety Information

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-36-45-25
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
HazardClass 
6.1
HS Code 
29339900
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(S)-1-CBZ-3-PYRROLIDINOL 95 Usage And Synthesis

Chemical Properties

White to off-white crystal powder or solid

Synthesis

130312-02-6

100858-32-0

General procedure for the synthesis of benzyl (S)-3-hydroxypyrrolidine-1-carboxylate using N-Cbz-3-pyrrolidone as starting material: a reaction mixture containing 200 mM substrate, 1 mM NAD+, 5% (v/v) 2-propanol, and 10 mg of the crude enzyme READH was prepared in 1 mL of potassium phosphate buffer (100 mM, pH 7.0) and warmed at 50 °C. For ChKRED20, 40% (v/v) 2-propanol was used and the reaction was carried out at 40°C. The reaction progress was monitored by TLC and the reaction was terminated by extraction with methyl tert-butyl ether (1 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated. Samples were analyzed by chiral HPLC to determine conversion and enantiomeric excess. The final product was purified by silica gel column chromatography and the structure was confirmed by NMR, spin determination and mass spectrometry.

References

[1] Process Biochemistry, 2017, vol. 56, p. 90 - 97

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