Methanol → HCID 53872238, compound

HRID 1981928Notes

Reaction equation

HRID 1981928 reaction equation
C([O:3][C:4](=[O:32])[CH2:5][NH:6][C:7](=[O:31])[C@H:8]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[NH:9][C:10](=[O:23])[C@@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])C.C(OCC)(=O)C.C(Cl)(Cl)Cl.CO>C(O)(=O)C>[C:19]([O:18][C:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@H:11]1[C:10]([NH:9][C@H:8]([C:7]([NH:6][CH2:5][C:4]([OH:32])=[O:3])=[O:31])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23])=[O:17])([CH3:22])([CH3:20])[CH3:21]

Participants

6

Reactant 4

HCID 887MethanolHCID 6212ChloroformHCID 8857Ethyl AcetateHCID 53638754HCID 53638754, compound

Product 1

HCID 53872238HCID 53872238, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

N-t-butoxycarbonyl-prolyl-phenylalanyl-glycine was synthesized from N-t-butoxycarbonyl-prolyl-phenylalanyl-glycine ethyl ester in the same manner as described in Example 1 in yield of 89.8%. Crystals obtained by recrystallization from ethyl acetate and petroleum ether had a melting point of 98°-100° C. and Rf=0.67 (TLC, chloroform: methanol: acetic acid=95:5:3 by volume).

Sources & evidence

ORD record
ord-bb57c7f76df74b91b57546ac9992d2a7
Source dataset
uspto-grants-1986_06
Patent number
US04594409

Reaction notes

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