1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

Base Information

Chemical Name:1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline
CAS No.:791609-48-8
Molecular Formula:C₃₅H₃₄BrNO₄
Molecular Weight:612.563
Hs Code.:

Synonyms:1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

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Chemical Property of 1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

Chemical Property:

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Technology Process of 1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

There total 4 articles about 1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline 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%

: 912561-28-5
5-bromo-1-trimethylsilanyl-2,3-dihydro-1H-indole

: 54503-64-9,54503-65-0
2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

: 791609-48-8
1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

Guidance literature:: 2,3-O-isopropylidene-5-O-trityl-D-ribofuranose; With 1-methyl-2-fluoropyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -30 ℃; for 3h;

5-bromo-1-trimethylsilanyl-2,3-dihydro-1H-indole; In dichloromethane; at -10 - 20 ℃; for 12h;
DOI:10.1081/NCN-200067398

Reference yield: 60.0%

: 22190-33-6
5-bromoindoline

: 54503-64-9,54503-65-0
2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

: 791609-48-8
1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at 40 ℃; for 5h;
DOI:10.1016/j.tetlet.2005.01.164

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 791609-48-8
1-(5-O-triphenylmethyl-2,3-O-isopropylidene-α-D-ribofuranosyl)-5-bromoindoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / acetic acid; sodium cyanoborohydride / 2 h / 12 °C

2.1: 95 percent / n-butyllithium / diethyl ether / 10 h / -70 - 25 °C

3.1: 2-fluoro-1-methylpyridinium p-toluenesulfonate; N,N-diisopropylethylamine / CH₂Cl₂ / 3 h / -30 °C

3.2: 92 percent / CH₂Cl₂ / 12 h / -10 - 20 °C

With n-butyllithium; sodium cyanoborohydride; 1-methyl-2-fluoropyridinium p-toluenesulfonate; acetic acid; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1081/NCN-200067398