Hydrochloric Acid → HCID 18980743, compound

HRID 2392931Notes

Reaction equation

HRID 2392931 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[O:25])[CH:14]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].Cl>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([OH:25])[CH:14]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:15]([O:17][CH3:18])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 53755322HCID 53755322, compound

Product 1

HCID 18980743HCID 18980743, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 26 were performed except that 1 g (2.75 mmol) of methyl 7-(N-t-butoxycarbonylamino)-3-oxo-2-phenylheptanoate instead of ethyl 7-(N-t-butoxycarbonylamino)-3-oxo-2-phenylheptanoate was dissolved in 6 ml of methanol, 104 mg (2.75 mol) of sodium borohydride was added, and 5 ml of 4N hydrochloric acid was added to the reaction solution, to prepare the target compound as a pale yellow oil in an amount of 0.9 g at a yield of 90.0%. The products were analyzed to result in that the ratio of the syn-form to the anti-form was 9:1. The analytical results on the target compound are given below.

Workup

  1. customto result in that the ratio of the syn-form to the anti-form
  2. customThe analytical results on the target compound

Sources & evidence

ORD record
ord-5bd5321117c347b9b46b52bd182bd6cc
Source dataset
uspto-grants-1998_09
Patent number
US05801271

Reaction notes

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