Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
p-Toluenesulfonic acid → 2,3:5,6-Di-O-isopropylidene-L-gulonolactone
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | p-Toluenesulfonic acid | HCID 6101 | — |
| 반응물 | 2,2-Dimethoxypropane | HCID 6495 | — |
| 반응물 | L-Gulonic acid, gamma-lactone | HCID 439373 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 용매 | Acetone | HCID 180 | — |
| 용매 | Chloroform | HCID 6212 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 2,3:5,6-Di-O-isopropylidene-L-gulonolactone | HCID 568288 | 85% |
반응 단계
m.p. 155° C. (from ethyl acetate) [α]D20 -76.6° (c, 1.99 in CHCl3), was prepared from L-gulonolactone in 85% yield as previously described by Fleet in copending application Ser. No. 249,153, filed Sept. 26, 1988. According to this method, the title compound is synthesized by treatment of L-gulonolactone with acetone and 2,2-dimethoxypropane and a catalytic amount of p-toluenesulfonic acid under dry nitrogen for 36 hours (h) followed by stirring with an excess of sodium bicarbonate, removing the solvent under reduced pressure, dissolving the residue in dichloromethane, washing with water, drying the organic extracts (MgSO4), removing the solvent under reduced pressure and recrystallizing from ethyl acetate to give a white crystalline solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US04894388 |
| 출처 데이터셋 | uspto-grants-1990_01 |
| ORD ID | ord-bdbb1b62a75e4e439207e4069eb2d41a |
| 출처 메모 | uspto-grants-1990_01 |