68832-13-3

Basic information

• Product Name: D(-)Prolinol
• Synonyms: (2R)-PYRROLIDIN-2-YLMETHANOL;(+)-D-PROLINOL;D(-)PROLINOL;D-PROLINOL;H-D-PROLINOL;H-D-PRO-OL;(R)-(-)-2-(Hydroxymethyl)pyrrolidine (R)-(-)-2-Pyrrolidinemethanol;(R)-(-)-PyrrolidinemethanolD-Prolinol
• CAS NO: 68832-13-3
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.15
• EINECS: 1592732-453-0
• Product Categories: Pharmaceutical Intermediates;Proline [Pro, P];Amino Alcohols;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Amino alcohols
• Mol File: 68832-13-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 74-76 °C2 mm Hg(lit.)
• Flash Point: 187 °F
• Appearance: Clear to slightly hazy colorless to amber/Solution
• Density: 1.036 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0423mmHg at 25°C
• Refractive Index: n20/D 1.485
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly), Toluene (Slightly)
• PKA: 14.77±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 1523669
• CAS DataBase Reference: D(-)Prolinol(CAS DataBase Reference)
• NIST Chemistry Reference: D(-)Prolinol(68832-13-3)
• EPA Substance Registry System: D(-)Prolinol(68832-13-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-26/36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• F: 3-10-23
• HazardClass: IRRITANT
• Hazardous Substances Data: 68832-13-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

(2R)-2-Pyrrolidinemethanol is used in the synthesis of potent selective 5-HT7 antagonists.

Definition

ChEBI: The D-enantiomer of prolinol. Metabolite observed in cancer metabolism.

InChI:InChI=1/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/p+1/t5-/m1/s1

Upstream product

• 147-85-3 L-(-)Prolin 

Downstream Products

• 173290-24-9 (R)-1-aza-3-oxobicyclo<3.3.0>octan-2-one 
• 59378-81-3 1-(tert-butoxycarbonyl)prolin-2R-ol 
• 578740-87-1 (R)-N-carbamoylprolinol 
• 72597-18-3 (2R)-(+)-phenylmethyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 86954-05-4 (S)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenylmethyl ester 
• 170491-63-1 N-Boc-prolinol 
• 182076-49-9 (R)-1-benzyl-2-hydroxymethylpyrrolidine 
• 262861-77-8 1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(R)-(tetrahydro-pyrrolo[1,2-c][1,3,2]oxaphosphol-1-yl)oxy]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 256442-05-4 (R)-1-Cyclohex-1-enyl-2-trimethylsilanyloxymethyl-pyrrolidine 

Relevant articles and documents

Ochraceopetalin, a mixed-biogenetic salt of polyketide and amino acid origins from a marine-derived aspergillus ochraceopetaliformis fungus

Ochraceopetalin (1), a mixed-biogenetic salt compound and its component 2 were isolated from the culture broths of a marine-derived fungus, Aspergillus ochraceopetaliformis. Based on combined spectroscopic and chemical analyses, the structure of 1 was determined to be a sulfonated diphenylether-aminol-amino acid ester guanidinium salt of an unprecedented structural class, while 2 was determined to be the corresponding sulfonated diphenylether. Ochraceopetaguanidine (3), the other guanidine-bearing aminol amino acid ester component, was also prepared and structurally elucidated. Compound 1 exhibited significant cytotoxicity against K562 and A549 cells.

OPTISCH AKTIVE β(AMINO)ETHYL-PHOSPHONSAEUREESTER, β(AMINO)ETHYL-PHENYLPHOSPHINSAEUREESTER, β(AMINO)ETHYL-DIPHENYLPHOSPHINOXYDE UND β(AMINO)ETHYL-DIPHENYLPHOSPHINE

The title compounds are prepared by Michael-type additions of primary and secondary amines to P(O)-activated vinylsystems resp. diphenyl-vinylphosphine.