Boc-Ser-ONB → HCID 178512884, compound

HRID 1380460Notes

Reaction equation

HRID 1380460 reaction equation
[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:16]([NH:18][C@H:19]([C:32]([NH:34][C@H:35]([C:43]([NH:45][CH2:46][C:47]([OH:49])=[O:48])=[O:44])[CH2:36][CH2:37][CH2:38][NH:39][C:40](=[NH:42])[NH2:41])=[O:33])[CH2:20][CH2:21][C:22](=[O:31])[O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:17])[CH2:11][CH2:12][C:13](=[O:15])[NH2:14])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].CC(OC([NH:57][C@H:58]([C:61](OCC1C=CC([N+]([O-])=O)=CC=1)=[O:62])[CH2:59][OH:60])=O)(C)C>FC(F)(F)C([O-])=O>[NH2:57][C@H:58]([C:59]([NH:1][C@H:2]([C:7]([NH:9][C@H:10]([C:16]([NH:18][C@H:19]([C:32]([NH:34][C@H:35]([C:43]([NH:45][CH2:46][C:47]([OH:49])=[O:48])=[O:44])[CH2:36][CH2:37][CH2:38][NH:39][C:40](=[NH:41])[NH2:42])=[O:33])[CH2:20][CH2:21][C:22](=[O:31])[O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:17])[CH2:11][CH2:12][C:13](=[O:15])[NH2:14])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5])=[O:60])[CH2:61][OH:62]

Participants

4

Reactant 2

HCID 11121352Boc-Ser-ONBHCID 178512885HCID 178512885, compound

Product 1

HCID 178512884HCID 178512884, compound

Reagents, catalysts & solvents 1

HCID 84468TrifluoroacetateSolvent

Procedure

Likewise under the conditions of Example II-2 and from 806 g of H-Asn-Gln-Glu(OBzl)-Arg-Gly-OH and 366 g of Boc-Ser-ONb, the product is obtained, monitored by NMR and TLC with a yield of 688 g (77%) and in trifluoroacetate form.

Sources & evidence

ORD record
ord-ee20c10dc1524d66bcd3578711c0c328
Source dataset
uspto-grants-1986_04
Patent number
US04581168

Reaction notes

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