3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

Base Information

Chemical Name:3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole
CAS No.:543697-12-7
Molecular Formula:C₅₁H₆₈N₄O₉SSi
Molecular Weight:941.274
Hs Code.:

3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

Synonyms:3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

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Chemical Property of 3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

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Technology Process of 3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

There total 8 articles about 3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole 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: 66.0%

: 170220-06-1
5-azidopentyl trifluoromethanesulfonate

: 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

: 543697-12-7
3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

Guidance literature:: In dichloromethane; for 12h;
DOI:10.1021/jm0205088

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 543697-12-7
3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

Guidance literature:: Multi-step reaction with 6 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

6: 66 percent / CH₂Cl₂ / 12 h

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:

: 170220-11-8
5-azido-1-pentanol

: 543697-12-7
3-{2-[(2S,3R,4R,5S,6S)-6-(5-Azido-pentyloxymethyl)-4-benzyloxy-5-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy]-ethyl}-1-benzenesulfonyl-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-di-t-butyl-4-methyl-pyridine / CH₂Cl₂ / 0.25 h / 0 °C

2: 66 percent / CH₂Cl₂ / 12 h

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane;
DOI:10.1021/jm0205088