72597-18-3

Basic information

• Product Name: Z-D-PROLINOL, 97
• Synonyms: Z-D-PROLINOL, 97;L-CBZ--D-PROLINOL;N-Cbz-D-Prolinol;(R)-benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate;(R)-N-Cbz-prolinol;-Benzyl 2-(hydroxymethyl);N-Carbonylbenzyloxy-D-prolinol
• CAS NO: 72597-18-3
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28
• Mol File: 72597-18-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 382oC at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.135 g/mL at 25 °C
• Vapor Pressure: 1.62E-06mmHg at 25°C
• Refractive Index: n 20/D 1.5396
• Storage Temp.: 2-8°C
• PKA: 14.77±0.10(Predicted)
• CAS DataBase Reference: Z-D-PROLINOL, 97(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-PROLINOL, 97(72597-18-3)
• EPA Substance Registry System: Z-D-PROLINOL, 97(72597-18-3)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 72597-18-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to orange viscid liquid

InChI:InChI=1/C13H17NO3/c15-9-12-7-4-8-14(12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12,15H,4,7-10H2/t12-/m1/s1

Upstream product

• 68832-13-3 D-prolinol 
• 501-53-1 benzyl chloroformate 
• 50463-82-6 (2R)-(+)-phenylmethyl 2-formylpyrrolidine-1-carboxylate 
• 182210-00-0 methyl (2R)-(benzyloxycarbonyl)pyrrolidine-2-carboxylate 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 108645-62-1 N-benzyloxycarbonylproline methyl ester 
• 1148-11-4 N-carbobenzyloxyproline 
• 136963-32-1 methyl 2,3-dideoxy-5,6-O-isopropylidene-4-O-p-tolylsulfonyl-D-erythro-hexonate 
• 200499-55-4 (R)-2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]pyrrolidine 
• 200499-54-3 (R)-4-Azido-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyraldehyde 
• 200499-58-7 (R)-1-benzyloxycarbonyl-2-[(S)-1,2-dihydroxyethyl]pyrrolidine 
• 200499-52-1 (R)-4-Azido-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyric acid methyl ester 
• 200499-57-6 (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine 
• 6404-31-5 Z-D-proline 

Downstream Products

• 86954-06-5 1-Z-2-(bromomethyl)pyrrolidine 
• 134591-58-5 1-<(1-Z-pyrrolidine-2-yl)methyl>pyrrolidine 
• 134591-59-6 3-<(1-Z-pyrrolidine-2-yl)methyl>thiazolidine 
• 50463-82-6 (2R)-(+)-phenylmethyl 2-formylpyrrolidine-1-carboxylate 
• 53310-83-1 tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one 
• 161391-86-2 <(2R)-1-(benzyloxycarbonyl)pyrrolidin-2-yl>methyl (2R)-1,2-bis(hexanoyloxy)-1-propyl phenyl phosphate 
• 146727-85-7 3-(pyrrolidin-2-yl)prop-2-enol 
• 146727-84-6 benzyl (2R)-2-((1E)-3-ethoxy-3-oxoprop-1-enyl)pyrrolidine-1-carboxylate 
• 146727-86-8 (R)-2-{(E)-3-[(2-Bromo-4-methylsulfamoylmethyl-phenyl)-(2,2,2-trifluoro-acetyl)-amino]-propenyl}-pyrrolidine-1-carboxylic acid benzyl ester 
• 128510-26-9 (R)-2-[(3R,4S)-3-Acetoxy-4-(4-methoxy-phenyl)-2-oxo-6-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 128573-91-1 (3R,4S)-3-Hydroxy-4-(4-methoxy-phenyl)-1-(R)-1-pyrrolidin-2-ylmethyl-6-trifluoromethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one 
• 131614-47-6 Acetic acid (3R,4S)-4-(4-methoxy-phenyl)-2-oxo-1-(R)-1-pyrrolidin-2-ylmethyl-6-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 
• 128510-28-1 (R)-2-[(3R,4S)-3-Hydroxy-4-(4-methoxy-phenyl)-2-oxo-6-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 217526-54-0 (R)-(1-benzyloxycarbonylpyrrolidin-2-yl)methyl methanesulfonate 

Relevant articles and documents

Orthoester in Cyclodehydration of Carbamate-Protected Amino Alcohols under Acidic Conditions

The first acid-promoted reaction system to form azaheterocycles from N -carbamate-protected amino alcohols is described. The reaction involves the activation of the hydroxyl group via the use of orthoesters. Despite the reduced nucleophilicity of carbamate nitrogen, this reaction system provides several types of pyrrolidines and piperidines in good to high yields. Using this protocol, prolinol derivatives can also be synthesized from carbamate-protected amino diols with regio- and stereoselectivity.

INDANOL DERIVATIVE

The present invention provides a compound having the following general formula (I) which is useful as a neurokinin receptor antagonist: (wherein, R1, R2: optionally substituted (hetero)aryl, R3: -CO-R4, -CO-O-R4, etc., R4: alkyl, cycloalkyl, etc., A: CH2, CO, SO2, B: a single bond, etc., D: oxygen, CH2, E: alkylene, alkenylene, n: 1 to 3).

Chemoenzymatic synthesis and inhibitory activities of hyacinthacines A 1 and A2 stereoisomers

A novel straightforward chemoenzymatic procedure for the synthesis of hyacinthacine stereoisomers based on the aldol addition of dihydroxyacetone phosphate (DHAP) to N-Cbz-prolinal under catalysis by L-rhamnulose 1-phosphate aldolase from E. coli is prese