참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Phosphoric Acid | HCID 1004 | — |
| 반응물 | Sodium Phosphate, Dibasic | HCID 24203 | — |
| 반응물 | 3,4-Methylenedioxyphenyl-2-propanone | HCID 78407 | — |
| 반응물 | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | (2S)-1-(1,3-dioxaindan-5-yl)propan-2-ol | HCID 10986874 | 97% |
반응 단계
1 equiv. of 3,4-methylenedioxyphenyl acetone, 0.45 equiv. disodium phosphate, 0.03 equiv. phosphoric acid, 12.5 volumes AD-7 resin and 5.8 volumes of water were mixed together and stirred for 15-60 minutes at 20°-25° C. 2.27 equiv. of glucose were added and Z. rouxii ATCC 14462 is added in an amount of 1.5 grams wet cell paste per gram of ketone (this is 0.375 grams/gram on a dry basis). This mixture was diluted with water to 25 volumes and then gently stirred at 33°-35° C. for 8-16 hours. The mixture was filtered on a 100 mesh (~150 micron) stainless steel screen, and the resin which was retained by the screen was washed with 25 volumes of water split into 4 separate portions. The product, which was adsorbed to the resin, was then desorbed from the resin with 25 volumes of acetone. The acetone/product solution was then stripped to dryness under vacuum to yield the title intermediate as a yellow, medium viscosity oil. The in-situ yield was 97-100%, while the isolated yield was 85-90%. The potency was 80-95% and the EE is 100%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05795886 |
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| 출처 데이터셋 | uspto-grants-1998_08 |
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| ORD ID | ord-c91e6783a84b4f4ebb827df653c477ee |
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| 출처 메모 | uspto-grants-1998_08 |
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