(S)-tert-Butyl 2-amino-3-(tert-butoxy)propanoate → n-[1-(1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-(1h-indol-3-yl)-ethyl]-3-(2-mercapto-3-phenyl-propionylamino)-succinamic acid

HRID 902941Notes

Reaction equation

HRID 902941 reaction equation
[NH2:1][C@H:2]([C:9]([O:11]C(C)(C)C)=[O:10])[CH2:3][O:4]C(C)(C)C.C(OC([N:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([CH2:32][CH:33]([NH:37][C:38](=[O:79])[CH:39]([NH:48][C:49](=[O:78])[CH:50]([S:58]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH2:40][C:41]([O:43]C(C)(C)C)=[O:42])[C:34](O)=[O:35])=[CH:24]1)=O)(C)(C)C>>[C:9]([CH:2]([NH:1][C:34]([CH:33]([NH:37][C:38](=[O:79])[CH:39]([NH:48][C:49](=[O:78])[CH:50]([SH:58])[CH2:51][C:52]1[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=1)[CH2:40][C:41]([OH:43])=[O:42])[CH2:32][C:25]1[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[NH:23][CH:24]=1)=[O:35])[CH2:3][OH:4])([OH:11])=[O:10]

Participants

3

Reactant 2

HCID 6993439(S)-tert-Butyl 2-amino-3-(tert-butoxy)propanoateHCID 69211510HCID 69211510, compound

Product 1

HCID 10370796n-[1-(1-Carboxy-2-hydroxy-ethylcarbamoyl)-2-(1h-indol-3-yl)-ethyl]-3-(2-mercapto-3-phenyl-propionylamino)-succinamic acid

Procedure

The title compound was prepared by condensing H-Ser(But)OBut with the protected dipeptide of Example 88, followed by deprotection and purification by HPLC (40%): (Pos. FAB)? (MH+).

Workup

  1. customfollowed by deprotection and purification by HPLC (40%)

Sources & evidence

ORD record
ord-f165487bde974d958fd241ed25bb9de2
Source dataset
uspto-grants-2008_04
Patent number
US07365091B2

Reaction notes

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