racemic N-chloroacetylisovaline → Hydrochloric Acid

HRID 413352노트

반응식

HRID 413352 반응식
[Cl:1][CH2:2][C:3]([NH:5][C@:6]([C:10]([OH:12])=[O:11])([CH3:9])[CH2:7][CH3:8])=[O:4]>O>[Cl:1][CH2:2][C:3]([NH:5][C@:6]([C:10]([OH:12])=[O:11])([CH3:9])[CH2:7][CH3:8])=[O:4].[ClH:1]

참가 물질

4

반응물 1

HCID 12009800racemic N-chloroacetylisovaline

생성물 2

HCID 313Hydrochloric AcidHCID 12009800racemic N-chloroacetylisovaline

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In a 2-liter round-bottomed flask equipped with a condenser and a magnetic stirrer were placed 70 g of the (R)-N-chloroacetylisovaline obtained from the enzymatic resolution of racemic N-chloroacetylisovaline, 696 ml of water, and 696 ml of concentrated hydrochloric acid. The resulting mixture was heated at reflux for 2.25 hours. The mixture was then cooled to room temperature and the solvent was removed using rotary evaporation yielding a solid residue. the residue was washed with dry acetone and then dried in a vacuum oven at 40° C. yielding a crude product. The crude product was esterified with methanol using the above-described procedure for preparation of (S)-isovaline methyl ester hydrochloride to give 47.52 g of the corresponding (R)-isovaline methyl ester hydrochloride.

후처리

  1. customIn a 2-liter round-bottomed flask equipped with a condenser and a magnetic stirrer

출처 및 근거

ORD 기록
ord-75fa0f7a932b43b3a1e0cce363ed57ac
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566403B1

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