Trifluoroacetic acid → HCID 86758137, compound

HRID 2185944Notes

Reaction equation

C([N:8]1[CH2:49][CH2:48][CH2:47][C:10]([S:50]([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)(=[O:52])=[O:51])([C:11]([NH:13][C@H:14]([C:40]([O:42]C(C)(C)C)=[O:41])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[C:27]([O:28][CH3:29])=[CH:26][CH:25]=[CH:24][C:23]=3[O:30][CH3:31])=[CH:18][C:17]=2[O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:12])[CH2:9]1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>>[C:53]1([S:50]([C:10]2([C:11]([NH:13][C@H:14]([C:40]([OH:42])=[O:41])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([C:22]4[C:23]([O:30][CH3:31])=[CH:24][CH:25]=[CH:26][C:27]=4[O:28][CH3:29])=[CH:18][C:17]=3[O:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[O:12])[CH2:47][CH2:48][CH2:49][NH:8][CH2:9]2)(=[O:52])=[O:51])[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 131723264HCID 131723264, compound

Product 1

HCID 86758137HCID 86758137, compound

Procedure

N-(N-(BOC)-3-phenylsulfonyl-nipecotyl)-4-(2′,6′-dimethoxyphenyl)-2-benzyloxyphenylalanine, tert-butyl ester (74 mg, 0.091 mmol) was treated with TFA according to procedure described in Example 1, Step C to yield N-(3-phenylsulfonyl-nipecotyl)-4-(2′,6′-dimethoxyphenyl)-2-benzyloxyphenylalanine.

Sources & evidence

ORD record: ord-5b3ecddfc6e44821af3df8200cfbab12
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06403584B1

Reaction notes

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