Hydrochloric Acid → HCID 86678430, compound

HRID 1473717Notes

Reaction equation

HRID 1473717 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:17][CH2:18][CH:19]([CH2:25][CH2:26][CH2:27][F:28])[C:20]([O:22]CC)=[O:21])[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+].Cl>O.C(O)C>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:17][CH2:18][CH:19]([CH2:25][CH2:26][CH2:27][F:28])[C:20]([OH:22])=[O:21])[C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86678429HCID 86678429, compound

Product 1

HCID 86678430HCID 86678430, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A mixture of 1-tert-Butyl 6-ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(3-fluoropropyl)-hexanedioate (1f) (90.0 mg, 0.22 mmol) and lithium hydroxide (53.0 mg, 2.22 mmol) in 1 mL water/ethanol (1:1) was stirred for 14 h at r.t. The mixture was acidified to pH 2 by addition of 2 N aqueous hydrochloric acid and extracted with ethyl acetate (3×5 mL). The combined organic layers were dried over sodium sulphate and concentrated under reduced pressure.

Workup

  1. extractionextracted with ethyl acetate (3×5 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-70234b9ade1c4e609ebc3f9632137156
Source dataset
uspto-grants-2015_04
Patent number
US09017645B2

Reaction notes

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