2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

Base Information

Chemical Name:2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose
CAS No.:1575814-86-6
Molecular Formula:C₅₀H₆₄F₃N₄O₈PSi
Molecular Weight:965.135
Hs Code.:

2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

Synonyms:2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

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Chemical Property of 2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

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Technology Process of 2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

There total 13 articles about 2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose 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: 62.0%

: 1575814-85-5
2-O-(tert-butyldimethylsilyl)-1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranose

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1575814-86-6
2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo402738t

Reference yield:

: 167550-17-6
1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-iodo-benzene

: 1575814-86-6
2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 1.25 h / -78 °C

2.1: pyridine; hydroxylamine hydrochloride / ethanol / 60 °C

3.1: triethylamine; dmap / dichloromethane / 20 °C

4.1: ammonia / methanol / 48 h / -78 - 20 °C / Sealed tube

5.1: triethylamine; iodine / methanol / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -30 °C

8.1: sodium methylate / methanol / 2 h / 20 °C

9.1: pyridine / 3 h / 20 °C

10.1: triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

With pyridine; dmap; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; ammonia; iodine; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo402738t

Reference yield:

: 1575814-82-2
2,3,5-tri-O-benzoyl-1-O-[3-(3-trifluoromethyl-3H-diazirine-3-yl)benzyl]-β-D-ribofuranose

: 1575814-86-6
2-O-(tert-butyldimethyl)silyl-1-O-[3-(3-trifluoromethyl-3Hdiazirin-3-yl)]benzyl-5-O-(4,4′-dimethoxy)trityl-3-O-[(2-cyanoethoxy)(N,N-diisopropyamino)]phosphanyl-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methylate / methanol / 2 h / 20 °C

2: pyridine / 3 h / 20 °C

3: triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

With pyridine; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo402738t