Lithium hydroxide, monohydrate → Boc-D-phe-pro-OH

HRID 726653노트

반응식

HRID 726653 반응식
[NH:1]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@@H:2]([C:10]([N:12]1[CH2:26][CH2:25][CH2:24][C@H:13]1[C:14]([O:16]CC1C=CC=CC=1)=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.[OH-].[Li+]>O1CCOCC1.O>[NH:1]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@@H:2]([C:10]([N:12]1[CH2:26][CH2:25][CH2:24][C@H:13]1[C:14]([OH:16])=[O:15])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 11155205Boc-(D)Phe-Pro-OBzl

생성물 1

HCID 1797945Boc-D-phe-pro-OH수율 78.5%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of Boc-D-Phe-Pro-OBn (145 g, 320 mmol) in p-dioxane (660 mL) was added a solution of lithium hydroxide monohydrate (54 g, 1,280 mmol) in water (330 mL) with vigorous stirring. After 4 hours, the solution was concentrated in vacuo to about one-fourth the original volume and diluted with water (350 mL) and 0.1N sodium hydroxide (100 mL). The aqueous phase was washed three times with diethyl ether (250 mL) and then acidified to pH 3 with solid citric acid which caused a precipitate to form. The solid was filtered, washed twice with water, and then dried under high vacuum, to yield 91 g (78%) of a white solid.

후처리

  1. concentrationthe solution was concentrated in vacuo to about one-fourth the original volume
  2. additiondiluted with water (350 mL) and 0.1N sodium hydroxide (100 mL)
  3. washThe aqueous phase was washed three times with diethyl ether (250 mL)
  4. customto form
  5. filtrationThe solid was filtered
  6. washwashed twice with water
  7. customdried under high vacuum

출처 및 근거

ORD 기록
ord-18f4277f30544b0da926de2bb53bc385
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05710130

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