Hydrochloric Acid → HCID 131712098, compound

HRID 126794Notes

Reaction equation

HRID 126794 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][C@H:19]([C:27]([NH:29][C@H:30]([C:35]([NH:37][CH2:38][CH2:39][OH:40])=[O:36])[CH2:31][CH2:32][S:33][CH3:34])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[ClH:48].C1(OC)C=CC=CC=1>CCOC(C)=O>[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][C@H:19]([C:27]([NH:29][C@H:30]([C:35]([NH:37][CH2:38][CH2:39][OH:40])=[O:36])[CH2:31][CH2:32][S:33][CH3:34])=[O:28])[CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[ClH:48]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7519AnisoleHCID 12888635HCID 12888635, compound

Product 1

HCID 131712098HCID 131712098, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Boc-Tyr-DAla-Phe-Met-NHCH2CH2OH (2.0 g) was treated with HCl, anisole, EtOAc as in Step B to give H-Tyr-DAla-Phe-Met-NHCH2CH2OH.HCl which was chromatographed on Amberlite XAD-2 as in Step E to give 1.23 g (64%) of H-Tyr-DAla-Phe-Met-NHCH2CH2OH.HOAc, m.p. 200°-203° C., [α]D26 =10.21° (c, 1.01 in methanol).

Sources & evidence

ORD record
ord-21f985564f8e41af894c4d95a8783f54
Source dataset
uspto-grants-1981_03
Patent number
US04254024

Reaction notes

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