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`FILE COVERS 1907 - 11 Mar 2015 VOL 162 ISS 12
`FILE LAST UPDATED: 10 Mar 2015 (20150310/ED)
`REVISED CLASS FIELDS (/NCL) LAST RELOADED: Nov 2014
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`
`=> s 103:54461/dn
`L1
`1 103:54461/DN
`
`=> d bib abs
`
`CAPLUS
`
`COPYRIGHT 2015 ACS on STN
`
`ANSWER 1 OF 1
`L1
`Full Text
`AN
`1985:454461 CAPLUS
`103:54461
`DN
`OREF 103:8792h,8793a
`TI
`2-Azabicyclo[3.1.0]hexane-3-carboxylic acid derivatives, intermediates,
`and their use
`Urbach, Hansjoerg; Henning, Rainer; Becker, Reinhard
`Hoechst A.-G., Fed. Rep. Ger.
`Ger. Offen., 30 pp.
`CODEN: GWXXBX
`Patent
`German
`
`IN
`PA
`SO
`
`DT
`LA
`
`2
`
`SAXA-DEF-00390
`
`Page 1 of 2
`
`AstraZeneca Exhibit 2036
` Mylan v. AstraZeneca
` IPR2015-01340
`
`

`
`PI
`
`APPLICATION NO.
`---------------------
`DE 1983-3324263
`EP 1984-107607
`
`HU 1985-4538
`
`FAN.CNT 1
`DATE
`KIND
`PATENT NO.
`--------
`----
`---------------
`19850117
`A1
`DE 3324263
`19850116
`A2
`EP 131226
`19870826
`A3
`EP 131226
`19900530
`B1
`EP 131226
`R: AT, BE, CH, DE, FR, GB, IT, LI, LU, NL, SE
`AT 53203
`T
`19900615
`AT 1984-107607
`HU 37803
`A2
`19860228
`HU 1984-2563
`HU 209413
`B
`19940530
`HU 39160
`A2
`19860828
`HU 194827
`B
`19880328
`US 4591598
`A
`19860527
`FI 8402691
`A
`19850107
`ES 534001
`A1
`19850416
`DK 8403302
`A
`19850107
`AU 8430298
`A
`19850110
`AU 573227
`B2
`19880602
`ZA 8405160
`A
`19850227
`JP 60051199
`A
`19850322
`JP 07010879
`B
`19950208
`CA 1263000
`A1
`19891114
`ES 535452
`A1
`19850516
`ES 535453
`A1
`19850516
`CA 1267902
`A2
`19900417
`PRAI DE 1983-3324263
`A
`19830706
`EP 1984-107607
`A
`19840630
`CA 1984-458205
`A3
`19840705
`ASSIGNMENT HISTORY FOR US PATENT AVAILABLE IN LSUS DISPLAY FORMAT
`OS
`MARPAT 103:54461
`GI
`
`US 1984-627639
`FI 1984-2691
`ES 1984-534001
`DK 1984-3302
`AU 1984-30298
`
`ZA 1984-5160
`JP 1984-138111
`
`CA 1984-458205
`ES 1984-535452
`ES 1984-535453
`CA 1988-583193
`
`DATE
`--------
`19830706
`19840630
`
`19840630
`19840702
`
`19840702
`
`19840703
`19840704
`19840704
`19840705
`19840705
`
`19840705
`19840705
`
`19840705
`19840828
`19840828
`19881104
`
`AB
`
`Title derivs. I [R = H, C1-6 alkyl, C2-6 alkenyl, (C6-12 aryl)-C1-4 alkyl;
`R1 = H, (un)substituted C1-6 alkyl, C2-6 alkenyl, C5-9 cycloalkyl, C5-9
`cycloalkenyl, etc.; R2 = H, C1-6 alkyl, C2-6 alkenyl, (C6-12 aryl)-C1-4
`alkyl; R3 = H, OH, R4 = H; R3R4 = O; R5 = C1-6 alkyl, C2-6 alkenyl, C2-6
`alkenyl, C5-9 cycloalkyl, (un)substituted C6-12 aryl; n = 0, 1] were
`prepd. as antihypertensives (no data) due to their ability to inhibit
`angiotensin-converting enzyme.
`Thus, cis-bicyclo[3.1.0]hexan-2-one was
`treated with H2NOSO3H and then subjected to the Beckman rearrangement to
`give cis-azabicyclo[4.1.0]heptane cis-II (R6 = R7 = H), which was
`chlorinated with PCl5 to give cis-II (R6 = R7 = Cl), which was
`dechlorinated by hydrogenation over Raney Ni to give cis-II (R6 = Cl, R7 =
`H). The latter was hydrolyzed in the presence of Ba(OH)2 to give
`cis-azabicyclo[3.1.0]hexane-3-carboxylate cis-III, which was sepd. into
`its exo and endo isomers.
`The latter were esterified with PhCH2OH via
`SOCl2 to give the corresponding benzyl esters, which were condensed with
`(S)-PhCH2CH2CH(CO2Et)-L-Ala-OH by DCC/1-hydroxybenzotriazole to give the
`exo and endo isomers of title compd. cis-IV (R8 = Et, R9 = CH2Ph), which
`were sepd. into the 3S-endo, 3R-endo, 3S-exo, and 3R-exo isomers. The
`latter were debenzylated by hydrogenolysis over Pd/C and then treated with
`HCl/EtOH to give the corresponding cis-IV.HCl (R8 = Et, R9 = H).
`3S-endo-cis-IV.HCl (R8 = Et, R9 = H) was sapond. to give 3S-endo-cis-IV
`(R8 = R9 = H); 3S-exo-cis-IV (R8 = R9 = H) was also prepd.
`OSC.G
`8
`THERE ARE 8 CAPLUS RECORDS THAT CITE THIS RECORD (8 CITINGS)
`
`3
`
`SAXA-DEF-00391
`
`Page 2 of 2

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