Hydrochloric Acid → HCID 131712847, compound

HRID 1703038Notes

Reaction equation

HRID 1703038 reaction equation
[NH2:1][C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[CH3:14][C@H:15]([NH2:30])[C:16]([NH:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:17].[NH2:31][CH2:32][C:33]([O:35]C)=[O:34].CO.[OH-].[Na+].Cl>O>[NH2:1][C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1.[CH3:14][C@H:15]([NH2:30])[C:16]([NH:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:17].[NH2:31][CH2:32][C:33]([OH:35])=[O:34]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 131712848HCID 131712848, compound

Product 1

HCID 131712847HCID 131712847, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Alternatively, 0.10 g peptide ester (16) are suspended in 5 ml H2O and 3 ml methyl alcohol and saponified with 0.32 ml 1 N NaOH for 90 min. at room temperature. 0.32 ml 1 N HCl are added, and the solution concentrated in vacuo. By dilution with 95% ethanol 0.08 g of the title compound (17) is obtained, m.p. 250°-252° C. (dec.); [α]D28 -2.8° (C=1, DMF), RfC =0.56. Amino acid ratios: Gly 1.04; ala 0.94; Tyr 1.00; Phe 1.05.

Workup

  1. concentrationthe solution concentrated in vacuo

Sources & evidence

ORD record
ord-45776bbb79b0427081cdc5660d6726b2
Source dataset
uspto-grants-1982_09
Patent number
US04350627

Reaction notes

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