[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol
CAS No.:543697-37-6
Molecular Formula:C₄₆H₅₉NO₉SSi
Molecular Weight:830.127
Hs Code.:

[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

Synonyms:[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of [(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

There total 6 articles about [(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 543697-36-5
1-Benzenesulfonyl-3-{2-[(4aS,6S,7R,8R,8aS)-8-benzyloxy-2-(4-methoxy-phenyl)-7-triisopropylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-ethyl}-1H-indole

: 543697-37-6
[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -60 - -20 ℃; for 3h;
DOI:10.1021/jm0205088

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 543697-37-6
[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / camphorosulfonic acid / CHCl₃ / 1 h / Heating

2: 76 percent / DMSO; acetic anhydride / 72 h / 20 °C

3: 88 percent / L-selectride / tetrahydrofuran / 0.33 h / -78 °C

4: 87 percent / 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

5: 92 percent / DIBALH / CH₂Cl₂; toluene / 3 h / -60 - -20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; acetic anhydride; L-Selectride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; chloroform; toluene;
DOI:10.1021/jm0205088

Reference yield:

: (2S,3S,4R,5S,6S)-2-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

: 543697-37-6
[(2S,3S,4R,5R,6S)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4-benzyloxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / camphorosulfonic acid / CHCl₃ / 1 h / Heating

2: 76 percent / DMSO; acetic anhydride / 72 h / 20 °C

3: 88 percent / L-selectride / tetrahydrofuran / 0.33 h / -78 °C

4: 87 percent / 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

5: 92 percent / DIBALH / CH₂Cl₂; toluene / 3 h / -60 - -20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; acetic anhydride; L-Selectride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; chloroform; toluene;
DOI:10.1021/jm0205088