6404-31-5

Basic information

• Product Name: N-Benzyloxycarbonyl-D-proline
• Synonyms: Cbz-D-Pro;PROLINA-Z-D;(R)-Z-pyrrolidine-2-carboxylic acid;Z-D-proline≥ 98% (HPLC);1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL)ESTER, (2R)-;1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL) ESTER, (R)-;1-[(BENZYLOXY)CARBONYL]PYRROLIDINE-2-CARBOXYLIC ACID;BENZYLOXYCARBONYL-D-PROLINE
• CAS NO: 6404-31-5
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.26
• EINECS: 229-021-5
• Product Categories: Proline [Pro, P];Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Cbz-Amino acid series;Amino Acid Derivatives;Peptide Synthesis;Proline
• Mol File: 6404-31-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 76-78 °C(lit.)
• Boiling Point: 432.3 °C at 760 mmHg
• Flash Point: 215.3 °C
• Appearance: White/Crystalline Powder or Powder
• Density: 1.309 g/cm³
• Vapor Pressure: 3.06E-08mmHg at 25°C
• Refractive Index: 40 ° (C=2, EtOH)
• Storage Temp.: Store at RT.
• Solubility: Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 3.99±0.20(Predicted)
• BRN: 485188
• CAS DataBase Reference: N-Benzyloxycarbonyl-D-proline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyloxycarbonyl-D-proline(6404-31-5)
• EPA Substance Registry System: N-Benzyloxycarbonyl-D-proline(6404-31-5)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 6404-31-5(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder or powder

Uses

N-(Benzyloxycarbonyl)-D-proline is an an N-Cbz-protected form of D-proline (P755990). It is used to prepare trichostatin A and trapoxin B analogs as histone deacetylase inhibitors. It is also used to prepare potent and selective nonpeptide inhibitors of caspases 3 and 7.

InChI:InChI=1/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/p-1/t11-/m1/s1

Upstream product

• 99464-81-0 benzyl (1-chloroethyl) carbonate 
• 344-25-2 D-Prolin 
• 501-53-1 benzyl chloroformate 
• 147-85-3 (S)-proline 
• 100-51-6 benzyl alcohol 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 1148-11-4 N-carbobenzyloxyproline 
• 609-36-9 rac-Pro-OH 
• 50463-82-6 (2R)-(+)-phenylmethyl 2-formylpyrrolidine-1-carboxylate 
• 136963-32-1 methyl 2,3-dideoxy-5,6-O-isopropylidene-4-O-p-tolylsulfonyl-D-erythro-hexonate 
• 640-68-6 D-Val-OH 
• 147-85-3 L-proline 
• 75819-24-8 3-benzyloxycarbonyl-2-oxazolone 
• 200499-57-6 (2R,4'S)-N-Benzyloxycarbonyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)pyrrolidine 

Downstream Products

• 127560-06-9 Z-Pro-oxazolidine 
• 344-25-2 D-Prolin 
• 2766-31-6 ethyl {[(2S)-1-(benzyloxycarbonyl)pyrrolidin-2-yl]ccarbonylamino}acetate 
• 182210-00-0 methyl (2R)-(benzyloxycarbonyl)pyrrolidine-2-carboxylate 
• 711015-22-4 Cbz-D-Pro-Aib-L-(αMe)Phg-OMe 
• 107169-39-1 Cbz-D-Pro-Aib-L-Phe-OMe 
• 711015-20-2 Cbz-D-Pro-L-(αMe)Val-L-Phe-OMe 
• 711015-18-8 Cbz-D-Pro-L-Iva-L-Phe-OMe 
• 878232-24-7 1-benzyloxycarbonyl-N-[3-spiro[isobenzofuran-1(3H),4'-piperidine]-1-ylpropyl]-D-prolineamide 
• 878232-02-1 1-benzyloxycarbonyl-N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide 
• 910050-04-3 (R)-2-(4-benzyl-piperidine-1-carbonyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 187993-58-4 (2R)-1-benzyloxycarbonyl-2-(4,5-diphenyloxazol-2-yl)pyrrolidine 
• 187992-65-0 (2R)-2-(4,5-diphenyloxazol-2-yl)-1-(3-ethoxycarbonylmethoxybenzyl)pyrrolidine 
• 187993-59-5 (2R)-2-(4,5-diphenyloxazol-2-yl)pyrrolidine 

Relevant articles and documents

A Next-Generation Air-Stable Palladium(I) Dimer Enables Olefin Migration and Selective C?C Coupling in Air

We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2tBu)]2, which triggers E-selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C?C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C?Br, C?OTf/OFs, and C?Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous PdI dimer generations for substrates that bear substituents ortho to C?OTf.

3-(trimethylsilyl) pyrrolidine-2-carboxylic acid, its intermediate, preparation and application thereof

The invention relates to 3-(trimethylsilyl) pyrrolidine-2-carboxylic acids, its intermediates , preparation and application thereof, the structural formula of the described 3-(trimethylsilyl) pyrrolidine-2-carboxylic acid is (the structural formula of the described 3-(trimethylsilyl) pyrrolidine-2-carboxylic acid is shown in the description). The preparation method uses chiral proline as raw material, and carries out C-H bond activation reaction with silanization reagent after protective group and adjuvant are introduced, then an intermediate is obtained after removing protective group; the intermediate can remove auxiliary groups under the acid action and the described 3-(trimethylsilyl) pyrrolidine-2-carboxylic acid can be obtained. 3-(trimethylsilyl) pyrrolidine-2-carboxylic acids are used in asymmetric catalytic reactions. The reaction condition of the 3-(trimethylsilyl) pyrrolidine-2-carboxylic acid is mild, with high chemical yield, which provides a new way for the synthesis of the silicon-containing structural analogue, and the prepared (2R, 3R)-3-(trimethylsilyl) pyrrolidine-2-carboxylic acid, (2S, 3S)-3-(trimethylsilyl) pyrrolidine-2-carboxylic acid can be used as chiral catalyst for asymmetric reaction, and has good application prospect.

BIPHENYL COMPOUNDS AND USES THEREOF

The present invention relates to biphenyl compounds and uses thereof in medicine. Specifically, the present invention relates to a compound of Formula (I), or a stereoisomer, a geometric isomer, a tautomer, a mesomer, a racemate, an enantiomer, a diastereoisomer, an N-oxide, a hydrate, a solvate, a metabolite, a hydrolysate, a pharmaceutically acceptable salt or a prodrug thereof. The compound disclosed herein is used as a therapeutic agent particularly a GPR40 agonist for treating diabetes and metabolic disease in a patient.