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68832-13-3

68832-13-3 Structure

68832-13-3 Structure
IdentificationMore
[Name]

D(-)Prolinol
[CAS]

68832-13-3
[Synonyms]

(2R)-PYRROLIDIN-2-YLMETHANOL
(+)-D-PROLINOL
D(-)PROLINOL
D-PROLINOL
H-D-PROLINOL
H-D-PRO-OL
(R)-1-PYRROLIDIN-2-YL-METHANOL
(R)-(-)-2-(HYDROXYMETHYL)PYRROLIDINE
R-2-HYDROXYMETHYL-PYRROLIDINE
(R)-(-)-2-PYRROLIDINEMETHANOL
R-2-PYRROLIDINEMETHANOL
(R)-(-)-PROLINOL
(R)-PROLINOL
(R)-PYRROLIDINE-2-METHANOL
(R)-(-)-2-(Hydroxymethyl)pyrrolidine (R)-(-)-2-Pyrrolidinemethanol
(R)-(-)-PyrrolidinemethanolD-Prolinol
D-Pro-ol(oil)
2-Pyrrolidinemethanol, (2R)-
(R)-2-Hydroxymethylpyrrolidone
(R)-(-)-Prolinol, 98+%
[EINECS(EC#)]

629-147-4
[Molecular Formula]

C5H11NO
[MDL Number]

MFCD00064321
[Molecular Weight]

101.15
[MOL File]

68832-13-3.mol
Questions And AnswerBack Directory
[Synthesis]

There are two main methods for the synthesis of D(-)Prolinol: (1) indirect reduction method: using D-proline as raw material, esterification and neutralization are performed, followed by reduction with NaBH4; (2) direct reduction method: D-proline is directly reduced with AlLiH4. The former is cumbersome and has a low yield (42.6%); the latter is demanding, requiring low-temperature ice bath addition, resulting in high cost and a dark product color. The authors used a reduction system of NaBH4 with added auxiliary I2 to directly reduce D-proline to D-proline (see figure below), which is low-cost, of good quality, stable, easy to operate, and readily industrialized.

 Synthesis of 68832-13-3

Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[alpha ]

-31 º (c=1, toluene)
[Boiling point ]

74-76 °C2 mm Hg(lit.)
[density ]

1.036 g/mL at 20 °C(lit.)
[refractive index ]

n20/D 1.485
[Fp ]

187 °F
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly), Toluene (Slightly)
[form ]

Solution
[pka]

14.77±0.10(Predicted)
[color ]

Clear to slightly hazy colorless to amber
[Specific Gravity]

1.025
[Optical Rotation]

[α]20/D 31°, c = 1 in toluene
[Sensitive ]

Air Sensitive
[BRN ]

1523669
[InChIKey]

HVVNJUAVDAZWCB-RXMQYKEDSA-N
[CAS DataBase Reference]

68832-13-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

NA 1993 / PGIII
[WGK Germany ]

3
[F ]

3-10-23
[Hazard Note ]

Irritant/Air Sensitive
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

D(-)Prolinol(68832-13-3)1HNMR
D(-)Prolinol(68832-13-3)Raman
D(-)Prolinol(68832-13-3)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D(-)Prolinol, 99%(68832-13-3)
[Alfa Aesar]

(R)-(-)-Prolinol, 98+%(68832-13-3)
[Sigma Aldrich]

68832-13-3(sigmaaldrich)
[TCI AMERICA]

D-Prolinol,>99.0%(GC)(T)(68832-13-3)
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