Hydrochloric Acid → 4-Cyclohexyl-l-proline

HRID 1732120노트

반응식

HRID 1732120 반응식
C(OC([N:11]1[CH2:15][C@H:14]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:13][C@H:12]1[CH2:22][OH:23])=O)C1C=CC=CC=1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=[O:25].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.Cl>CN(C)C=O>[CH:16]1([CH:14]2[CH2:15][NH:11][C@H:12]([C:22]([OH:23])=[O:25])[CH2:13]2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 2724130Cornforth reagentHCID 13648262(2S-trans)-1-[(Benzyloxy)carbonyl]-4-cyclohexyl-2-pyrrolidinemethanol

생성물 1

HCID 186648034-Cyclohexyl-l-proline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of (2S-trans)-1-[(benzyloxy)-carbonyl]-4-cyclohexyl-2-pyrrolidinemethanol (0.65 g) in dimethylformamide (10 ml) was added pyridinium dichromate (2.1 g). The mixture was stirred at room temperature for 16 hours and poured onto crushed ice and hydrochloric acid (25 ml). Extraction with ethyl acetate followed by solvent evaporation yielded 0.4 g of (trans)-1-[benzyloxy)carbonyl]-4-cyclohexyl-L-proline as a thick oil. The compound can be deprotected using catalytic hydrogenation as described in Method V.

후처리

  1. additionpoured
  2. extractionExtraction with ethyl acetate
  3. customfollowed by solvent evaporation

출처 및 근거

ORD 기록
ord-a0793f0a994847b792f8353a874b7733
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04625038

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