4-Phenylbenzoyl chloride → HCID 58714543, compound

HRID 1242617Notes

Reaction equation

HRID 1242617 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=[O:7])(C)(C)C.[C:19]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:24]=[CH:23][C:22](C(Cl)=O)=[CH:21][CH:20]=1.O[N:35]=[C:36]([C@@H:38]1[CH2:43][CH2:42][CH2:41][CH2:40][C@H:39]1[OH:44])[NH2:37].NC(=NO)C1CCN(C(OC(C)(C)C)=O)CC1>>[CH3:15][O:14][N:13]=[C:11]1[CH2:10][C@@H:9]([C:16]2[O:18][N:37]=[C:36]([C@@H:38]3[CH2:43][CH2:42][CH2:41][CH2:40][C@H:39]3[OH:44])[N:35]=2)[N:8]([C:6]([C:31]2[CH:30]=[CH:29][C:28]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:33][CH:32]=2)=[O:7])[CH2:12]1

Participants

5

Reactant 4

HCID 841514-Phenylbenzoyl chlorideHCID 54001703HCID 54001703, compoundHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid2×HCID 86608446HCID 86608446, compound

Product 1

HCID 58714543HCID 58714543, compound

Procedure

Following the general method as outlined in Example 59, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (Intermediate 2), [1,1′-biphenyl]-4-carbonyl chloride, and (1S,2R)-N′,2-dihydroxycyclohexane-carboximidamide (an Intermediate 7), the title compound was obtained in 85% purity by HPLC. MS(ESI+): m/z=461.2.

Sources & evidence

ORD record
ord-3848d25bd7fc4ef980cc148495b3b8db
Source dataset
uspto-grants-2006_10
Patent number
US07115639B2

Reaction notes

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