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Structure

Boc-3,4-dehydro-pro-oh

CAS
51154-06-4
Catalog Number
ACM51154064
Category
Other Products
Molecular Weight
213.23
Molecular Formula
C10H15NO4

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Specification

Synonyms
51077-13-5, 1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID, Boc-3,4-Dehydro-L-proline, AC1MQN9X, SureCN629586, Ambcb4029094, PYR392, CTK4J3605, MolPort-016-631-202, 51154-06-4, 1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic Acid, AKOS006340612, AG-F-72367, KB-215979, FT-0679862, 1H-Pyrrole-1,2-dicarboxylic acid, 2,5-dihydro-, 1-(1,1-dimethylethyl) ester, (2S)-, 1H-Pyrrole-1,2-dicarboxylic acid, 2,5-dihydro-, 1-(1,1-dimethylethyl)ester
IUPAC Name
1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid
Canonical SMILES
CC(C)(C)OC(=O)N1CC=CC1C(=O)O
InChI Key
BMIGSRMSSCUMAZ-UHFFFAOYSA-N
Boiling Point
336.4ºC at 760 mmHg
Melting Point
92-95ºC
Flash Point
157.3ºC
Density
1.236 g/cm³
Exact Mass
213.10000
Hazard Statements
Xi,N
H-Bond Acceptor
4
H-Bond Donor
1
Safety Description
26-60-61

Upstream Synthesis Route 1

  • 74844-93-2
  • 51154-06-4

Reference: [1] Organic Letters, 2018, vol. 20, # 1, p. 162 - 165
[2] Journal of Organic Chemistry, 1994, vol. 59, # 18, p. 5192 - 5205
[3] Tetrahedron Letters, 2009, vol. 50, # 49, p. 6748 - 6750
[4] Angewandte Chemie, 1980, vol. 92, # 9, p. 761
[5] European Journal of Medicinal Chemistry, 2016, vol. 117, p. 301 - 320

Upstream Synthesis Route 2

  • 24424-99-5
  • 4043-88-3
  • 51154-06-4

Reference: [1] Patent: WO2008/24725, 2008, A1, . Location in patent: Page/Page column 132

Upstream Synthesis Route 3

  • 202477-57-4
  • 51154-06-4
  • 220652-51-7

Reference: [1] Synthesis, 2001, # 1, p. 46 - 48
[2] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 5, p. 2156 - 2170

Upstream Synthesis Route 4

  • 74844-93-2
  • 51154-06-4

Reference: [1]Priem, Christoph; Geyer, Armin
[Organic Letters, 2018, vol. 20, # 1, p. 162 - 165]
[2]Mayer; Ramanjulu; Vera; Pfizenmayer; Joullie
[Journal of Organic Chemistry, 1994, vol. 59, # 18, p. 5192 - 5205]
[3]Shangguan, Ning; Joullié, Madeleine
[Tetrahedron Letters, 2009, vol. 50, # 49, p. 6748 - 6750]
[4]Dormoy, Jean-Robert; Castro, Bertrand; Chappuis, Georges; Fritschi, Ulrich-Stefan; Grogg, Peter
[Angewandte Chemie, 1980, vol. 92, # 9, p. 761]
[5]Brindisi, Margherita; Maramai, Samuele; Brogi, Simone; Fanigliulo, Emanuela; Butini, Stefania; Guarino, Egeria; Casagni, Alice; Lamponi, Stefania; Bonechi, Claudia; Nathwani, Seema M.; Finetti, Federica; Ragonese, Francesco; Arcidiacono, Paola; Campiglia, Pietro; Valenti, Salvatore; Novellino, Ettore; Spaccapelo, Roberta; Morbidelli, Lucia; Zisterer, Daniela M.; Williams, Clive D.; Donati, Alessandro; Baldari, Cosima; Campiani, Giuseppe; Ulivieri, Cristina; Gemma, Sandra
[European Journal of Medicinal Chemistry, 2016, vol. 117, p. 301 - 320]

Upstream Synthesis Route 5

  • 58632-95-4
  • 4043-88-3
  • 51154-06-4

Reference: [1]Tetrahedron Letters,1995,vol. 36,p. 6213 - 6216

Downstream Synthesis Route 1

  • 908094-01-9
  • 51154-06-4
  • 74844-93-2

Reference: [1]Wang, Yikang; Benn, Alex; Flinn, Nick; Monk, Tracy; Ramjee, Manoj; Watts, John; Quibell, Martin
[Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 5, p. 1327 - 1331]
[2]Current Patent Assignee: AMURA HOLDINGS LIMITED - WO2004/7501, 2004, A1
Location in patent: Page 416-417
[3]Ishii, Kiyonori; Ohno, Hiroaki; Takemoto, Yoshiji; Osawa, Eriko; Yamaoka, Yumiko; Fujii, Nobutaka; Ibuka, Toshiro
[Journal of the Chemical Society. Perkin transactions I, 1999, # 15, p. 2155 - 2163]

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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