benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate → (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoic acid

HRID 703688

반응식

HRID 703688 반응식
[CH2:1]([C@@H:7]([C@@H:18]([OH:39])[CH2:19][C@H:20]([O:32][CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][O:34]1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:8]([O:10]CC1C=CC=CC=1)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]>C1COCC1.[Pd]>[CH2:1]([C@@H:7]([C@@H:18]([OH:39])[CH2:19][C@H:20]([O:32][CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][O:34]1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:8]([OH:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

4

반응물 1

HCID 67935914benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate

생성물 1

HCID 57099235(2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoic acid

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

(1.O.h) 430 mg of benzyl (2S 3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate in 10 ml of THF are treated with Pd/C 10% and hydrogenated for 3 hours. The catalyst is filtered off and, after evaporation of the filtrate, the crude product is chromatographed on silica gel. There is obtained (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H -pyran-2-yl)oxy]hexadecanoic acid.

후처리

  1. filtrationThe catalyst is filtered off
  2. customafter evaporation of the filtrate
  3. customthe crude product is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-baff25b0475d49fbadb8b34376703cfc
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983746

연결된 노트

불러오는 중…