163439-82-5

163439-82-5 - Names and Identifiers

Name	(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol
Synonyms	(3R,4R)-1-benzylpyrrolidine-3,4-diol (3R,4R)-1-BENZYL-PYRROLIDINE-3,4-DIOL (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINEDIOL (3R,4R)-1-benzyl-3,4-dihydroxy-pyrrolidine (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidinium (3R,4R)-1-(phenylMethyl)-3,4-Pyrrolidinediol
CAS	163439-82-5
InChI	InChI=1/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m1/s1
InChIKey	QJRIUWQPJVPYSO-GHMZBOCLSA-N

163439-82-5 - Physico-chemical Properties

Molecular Formula	C11H15NO2
Molar Mass	193.24
Density	1.0945 (rough estimate)
Melting Point	94-100°C
Boling Point	329.46°C (rough estimate)
Flash Point	195.1°C
Vapor Presure	1.08E-05mmHg at 25°C
Appearance	off-white to light brown powder
Color	Off-white to yellow to light brown
BRN	6478637
pKa	13.99±0.40(Predicted)
Storage Condition	Inert atmosphere,Room Temperature
Sensitive	`sensitive` to CO2
Refractive Index	1.5041 (estimate)
MDL	MFCD01073894

163439-82-5 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection
WGK Germany	3
FLUKA BRAND F CODES	10-34
HS Code	29339900

163439-82-5 - Reference Information

introduction

(3R,4R)-1-benzylpyrrolidine -3,4-diol is gray-white to light brown powder, density: 1.27g/cm3, boiling point: 356.2 ° Cat760mmHg.

preparation

take (S)-1-benzyl -3, 4-dihydroxypyrrolidine -2, 5-dione as the starting material and reduce it with sodium borohydride-iodine system to obtain the product (3R,4R)-(-)-1-benzyl -3, 4-pyrrolidine glycol. The borane generated by sodium borohydride under iodine catalysis forms a quaternary cyclic transition state with the carbonyl group in the imide, and another molecule of borane forms a N-BH3 complex with the nitrogen atom in the imide. As the reaction progresses, the carbonyl group is completely reduced to obtain (S)-1-benzyl -3, 4-dihydroxypyrrolidine-borane complex, and finally the borane is removed under the action of methanol to obtain the final product. The synthesis reaction formula of (3R,4R)-(-)-1-benzyl -3, 4-pyrrolidine diol is as follows:

Last Update：2024-04-09 15:16:36