참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Tetramethylsilane | HCID 6396 | — |
| 반응물 | Ethyl 2-acetamido-2-deoxy-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl)-beta-D-galactopyranosyl]-beta-D-glucopyranoside | HCID 70424950 | — |
| 반응물 | HCID 86701925 | HCID 86701925 | — |
| 생성물 | alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-GlcNAc-OEt | HCID 18608320 | 82% |
반응 단계
Compound 87 (58 mg, 0.06 mmol) was O-deacetylated in methanolic sodium methoxide (0.036M, 5.5 ml) at room temperature for 21 h. The mixture was neutralized with Duolite C-26 (H) resin, filtered and concentrated. The residue was dissolved in water and lyophilized to give 88 (21 mg, 60%) with [α]D22 +25° (c 0.7, water). 1H-NMR [(CD3)2SO+D2O, 50°, Me4Si] δ inter alia 4.80 (d, 1H, J=3.5 Hz, H1"), 4.37 (d, 1H, J=8 Hz, H1 or H1'), 4.29 (d, 1H, J=7.5 Hz, H1 or H1'), 4.07 (bt, 1H, J~6.5 Hz), 1.81 (s, 3H, MeCON), 1.08 (t, 3H, J=7 Hz, CH3CH 2). 13C-NMR (D2O, TSP) δ 177.4, 106.1, 103.4, 103.1, 81.6, 80.1, 78.2, 77.7, 75.4, 75.0, 73.7, 73.6, 72.0, 71.7, 71.4, 69.1 (CH2), 63.3 (CH2), 63.2 (CH2), 62.9 (CH2), 58.1, 25.0, 17.1. b: Compound 86 (15 mg, 0.017 mmol) was O-deacetylated and worked-up as above to give 88 (8.0 mg, 81%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04675392 |
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| 출처 데이터셋 | uspto-grants-1987_06 |
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| ORD ID | ord-1d460277a74e40298e34c189c48169dd |
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| 출처 메모 | uspto-grants-1987_06 |
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