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Detail of "13504-85-3"

  • CAS Number:
  • 13504-85-3
  • Name:

  • 1,2-Pyrrolidinedicarboxylicacid, 4-hydroxy-, 1-(phenylmethyl) ester, (2S,4R)-

  • Superlist Name:
  • N-Cbz-Hydroxy-L-proline
  • Molecular Structure:
  • Formula:
  • C13H15NO5
  • Molecular Weight:
  • 265.26
  • Synonyms:
  • (2S,4R)-1-(Benzyloxycarbonyl)-4-hydroxyproline;(2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester;1-(Benzyloxycarbonyl)-trans-4-hydroxy-(S)-proline;N-(Benzyloxycarbonyl)-trans-4-Hydroxy-D-proline;N-Carbobenzoxy-4-hydroxy-L-proline;Z-Hyp-OH;1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-benzyl ester, L-trans-(6CI,8CI);
  • EINECS:
  • 236-831-2
  • Density:
  • 1.416 g/cm3
  • Melting Point:
  • 104-107 °C
  • Boiling Point:
  • 486.9 °C at 760 mmHg
  • Flash Point:
  • 248.3 °C
  • Appearance:
  • White fine crystalline powder
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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

Z-Hyp-OH

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

Z-Hyp-OH

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

N-Cbz-Hydroxy-L-proline Synonyms: N-Benzyloxycarbonyl-L-Hydroproline CAS.NO: 13504-85-3 structure: Molecular Formula: C13H15NO5 Molecular Weight: 265.26 EINECS: 236-831-2 Hazard Symbols: not

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

Z-trans-4-hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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CAS No.13504-85-3 N-Cbz-Hydroxy-L-proline

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Reference

Potential inhibitors of collagen biosynthesis
Potential inhibitors of collagen biosynthesis. 4,4-Difluoro-L-proline and 4,4-dimethyl-DL-proline and their activation by prolyl-tRNA ligase. Shirota, Frances N.; Nagasawa, Herbert T.; Elberling, James A. (Med. Res. Lab., VA Hosp., Minneapolis, Minn., USA). J. Med. Chem., 20(9), 1176-81 (English) 1977. CODEN: JMCMAR. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) Section cross-reference(s): 34, 7 Condensation of 4-hydroxy-L-proline Me ester-HCl [40216-83-9] with N-carbobenzoxy-4-hydroxy-L-proline [13504-85-3] followed by hydrogenolysis and spontaneous cyclization gave octahydro-2,7-dihydroxy-5H,10H-dipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-di one [52363-44-7] which was oxidized, fluorinated, and hydrolyzed to give 4,4-difluoro-L-proline (II) [52683-81-5]. Reductive cyclization of 4-cyano-2,2-dimethylbutyraldehyde [6140-61-0] followed by chlorination gave 3,3-dichloro-5,5-dimethyl-2-piperidone [63624-43-1], which upon monodeclorination by hydrogenolysis and hydrolytic rearrangement gave 4,4-dimethyl-DL-proline (II) [63624-41-9]. I stimulated the ATP-inorg. pyrophosphate exchange reaction in the presence of prolyl-tRNA ligase, but the Km value was 100 times that for L-proline.Several reagents such as 63624-44-2 is used here. II was a competitive inhibitor of exchange with Ki value of 1.5 .times. 10-2M. Neither I nor II inhibited growth of P-388 lymphocytic leukemia cells. .
Preparation of cis- and trans-4-carboxyprolines as L-glutamate transport inhibitors
Preparation of cis- and trans-4-carboxyprolines as L-glutamate transport inhibitors. Chamberlin, A. Richard; Bridges, Richard J.; Cotman, Carl W.; Stanley, Mark S. (University of California, Berkeley, USA). PCT Int. Appl. WO 9106536 A1 16 May 1991, 45 pp. DESIGNATED STATES: W: AT, AU, BB, BG, BR, CA, CH, DE, DK, ES, FI, GB, HU, JP, KP, KR, LK, LU, MC, MG, MW, NL, NO, RO, SD, SE, SU; RW: AT, BE, BF, BJ, CF, CG, CH, CM, DE, DK, ES, FR, GA, GB, GR, IT, LU, ML, MR, NL, SE, SN, TD, TG. (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C07D207-16. 13504-85-3 and 13504-86-4 which are cas registry numbers are also used here. ICS: A61K031-40. APPLICATION: WO 90-US6089 24 Oct 1990. PRIORITY: US 89-427235 25 Oct 1989. DOCUMENT TYPE: Patent CA Section: 34 (Amino Acids, Peptides, and Proteins) Section cross-reference(s): 1 Title compds. I [R1 = HO2C, (HO)2P(O), HO3S, R3O2C, (R3O)2P(O), RO3S, (R3O)(HO)P(O), R3NHCO; R3 = (substituted) alkyl; R2 = R3O, (R3)2N, (substituted) alkyl] are prepd. N-CBZ-trans-4-hydroxy-L-proline was converted to the cis-Et ester, to this and pyridine in CHCl3 was added 4-ClC6H4SO2Cl to give the cis-tosylate in which NaCN was suspended to give the trans-cyano deriv. to which in MeOH was added HCl/MeOH. After 4 days the reaction was quenched with NaHCO3 to give the trans-di-Me ester, which was treated with 4N NaOH to give the free acid, which was deprotected by hydrogenation over Pd/C to give trans-4-carboxy-L-proline (II). In test for L-glutamate blockers, II reduced 3H-glutamate uptake to 45% of control when it was included in the transport assay at 10 mM. The extent of this inhibition was greater than that obsd. with either D-aspartate, DL-b-threo-hydroxyaspartate or dihydrokainate. .
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