Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sulfuric Acid → (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sulfuric Acid | HCID 1118 | — |
| 반응물 | Lithium Carbonate | HCID 11125 | — |
| 반응물 | L-Ribose | HCID 90428 | — |
| 반응물 | 1,2,3,5-tetra-O-acetyl-L-ribofuranose | HCID 11493434 | — |
| 용매 | Acetic Acid | HCID 176 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Isopropanol | HCID 3776 | — |
| 용매 | Acetic Anhydride | HCID 7918 | — |
| 생성물 | (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate | HCID 908100 | 60% |
반응 단계
In Non-Patent Document 6, L-ribose is used as a starting material, the methylation of the hydroxyl group at 1-position is carried out in methanol in the presence of sulfuric acid, the resultant mixture is then treated with lithium carbonate, the acetylation is then carried out in acetic acid and acetic anhydride, and concentrated sulfuric acid and acetic anhydride are further added thereto to carry out the acetolysis. A crude product is a mixture of α/β-anomers of 1,2,3,5-tetra-O-acetyl-L-ribofuranose. The crude product is treated with water and isopropyl alcohol to obtain 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose at a total yield of 60%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08394935B2 |
| 출처 데이터셋 | uspto-grants-2013_03 |
| ORD ID | ord-9025124fd92c45129b3beb332837a7c3 |
| 출처 메모 | uspto-grants-2013_03 |