홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Trimethyl Phosphate → Ascorbic acid 2-phosphate

HRID 1195247
노트
인쇄 미리보기

반응식

HRID 1195247 반응식
CC1(C)[O:6][C@H:5]([C@H:7]2[O:12][C:10](=[O:11])[C:9]([OH:13])=[C:8]2[OH:14])[CH2:4][O:3]1.O=C1O[C@H]([C@H](CO)O)C(O)=C1O.C[O:29][P:30](=O)([O:33]C)[O:31]C.[OH-].[Ca+2].[OH-].P(Cl)(Cl)(Cl)=O>O.N1C=CC=CC=1.CC(C)=O.CN(C)C=O>[P:30]([O:13][C:9]1[C:10]([O:12][C@H:7]([C@H:5]([CH2:4][OH:3])[OH:6])[C:8]=1[OH:14])=[O:11])([OH:33])([OH:31])=[O:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 5

HCID 10541Trimethyl PhosphateHCID 24813Phosphorus oxychlorideHCID 6093208Calcium HydroxideHCID 54670067L-Ascorbic Acid2회HCID 54691418L-Ascorbic acid, 5,6-O-(1-methylethylidene)-2회

생성물 1

HCID 54679073Ascorbic acid 2-phosphate

시약·촉매·용매

4
HCID 180Acetone용매2회HCID 962Water용매4회HCID 1049Pyridine용매HCID 6228Dimethylformamide용매

실험 절차

The above-described method is to react 5,6-isopropylidene-L-ascorbic acid or L-ascorbic acid with a phosphoric halide in a specific solvent (such as water, or a mixed solvent composed of water and acetone, dimethylformamide or trimethylphosphoric acid) in the presence of a base at temperature not higher than room temperature. More particularly, L-ascorbic derivative of which the hydroxyl groups at the 5- and 6-positions have been protected with acetone under acidic conditions (i.e., 5,6-isopropylidene-L-ascorbic acid) or L-ascorbic acid is dissolved in a mixed solvent composed of water and pyridine or a mixture of water and calcium hydroxide, and phosphorus oxychloride is added dropwise to the resulting solution or mixture at a temperature not higher than 0° C., and the reaction is continued at the same temperature for 90 minutes (reaction ratios: 94.5% and 70.6%, respectively). Then, the reaction mixture is treated with Amberlite Resin IR-120 (H+ -form) at room temperature to desalt the product, followed by neutralization with magnesium oxide, removal of the solvent by distillation, dropwise addition of ethanol to the residue to obtain white powder of magnesium salt of L-ascorbic acid 2-phosphate, which is recrylstallized from water-ethanol (yields: 75.1% and 55.3%, respectively).

후처리

  1. customhigher than room temperature
  2. dissolutionis dissolved in a mixed solvent
  3. additionis added dropwise to the resulting solution or mixture at a temperature not higher than 0° C.
  4. custom(reaction ratios
  5. additionThen, the reaction mixture is treated with Amberlite Resin IR-120 (H+ -form) at room temperature
  6. customfollowed by neutralization with magnesium oxide, removal of the solvent by distillation, dropwise addition of ethanol to the residue

출처 및 근거

ORD 기록
ord-959567bc198444f4b9035fa5607157b3
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05110951

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트