(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

Base Information

Chemical Name:(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine
CAS No.:1070967-50-8
Molecular Formula:C₁₇H₂₇N₃O₄
Molecular Weight:337.419
Hs Code.:

Synonyms:

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Chemical Property of (1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

There total 14 articles about (1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine 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: 78.0%

: 405095-84-3
(1'R,2'S,3'R,4'R)-1-[4'-(tert-butoxymethyl)-2',3'-(isopropylidenedioxy)cyclopentan-1'-yl]uracil

: 1070967-50-8
(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

Guidance literature:: With dmap; ammonium hydroxide; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; at 20 ℃; for 17h;
DOI:10.1016/j.bmcl.2010.02.074

Reference yield:

: 126113-85-7
(1S,2S,3S)-2,2-dimethyl-6-vinyltetrahydrofuro[3,4-d]-1,3-dioxol-4-ol

: 1070967-50-8
(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 6 h / 0 - 20 °C

2.1: Grubbs catalyst first generation / dichloromethane / 7 h / 20 °C

2.2: 12 h / 20 °C / Molecular sieve

3.1: sec.-butyllithium / hexane; tert-butyl methyl ether / 2.33 h / -78 °C

3.2: 0.83 h / -78 - -15 °C

4.1: cerium(III) chloride / methanol / 0.25 h / 20 °C

4.2: 1 h / -78 - 0 °C

5.1: triethylamine / dichloromethane / 1 h / 0 °C

6.1: sodium azide / N,N-dimethyl-formamide / 5 h / 140 °C

7.1: hydrogen / palladium 10% on activated carbon / ethanol / 5 h / 1810.07 Torr

8.1: N,N-dimethyl-formamide / 12.25 h / -20 - 20 °C

9.1: ammonia; water / 1,4-dioxane; ethanol / 20 h / 100 °C / Steel bomb

10.1: dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine / acetonitrile / 12 h / 20 °C

10.2: 5 h

With dmap; sodium azide; 2,4,6-triisopropylphenylsulfonyl chloride; cerium(III) chloride; potassium tert-butylate; ammonia; water; hydrogen; sec.-butyllithium; triethylamine; Grubbs catalyst first generation; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 1070967-50-8
(1R,2S,3R,4R)-1-[4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)-cyclopentan-1-yl]-cytosine

Guidance literature:: Multi-step reaction with 14 steps

1.1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

2.1: tetrahydrofuran / 2 h / -78 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4.1: sodium periodate / water / 2 h / 0 - 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C

5.2: 6 h / 0 - 20 °C

6.1: Grubbs catalyst first generation / dichloromethane / 7 h / 20 °C

6.2: 12 h / 20 °C / Molecular sieve

7.1: sec.-butyllithium / hexane; tert-butyl methyl ether / 2.33 h / -78 °C

7.2: 0.83 h / -78 - -15 °C

8.1: cerium(III) chloride / methanol / 0.25 h / 20 °C

8.2: 1 h / -78 - 0 °C

9.1: triethylamine / dichloromethane / 1 h / 0 °C

10.1: sodium azide / N,N-dimethyl-formamide / 5 h / 140 °C

11.1: hydrogen / palladium 10% on activated carbon / ethanol / 5 h / 1810.07 Torr

12.1: N,N-dimethyl-formamide / 12.25 h / -20 - 20 °C

13.1: ammonia; water / 1,4-dioxane; ethanol / 20 h / 100 °C / Steel bomb

14.1: dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine / acetonitrile / 12 h / 20 °C

14.2: 5 h

With 1H-imidazole; dmap; sodium periodate; sodium azide; 2,4,6-triisopropylphenylsulfonyl chloride; cerium(III) chloride; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; water; hydrogen; sec.-butyllithium; triethylamine; Grubbs catalyst first generation; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; acetonitrile;