1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

Base Information

Chemical Name:1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine
CAS No.:1331770-51-4
Molecular Formula:C₃₁H₃₁FN₂O₇
Molecular Weight:562.595
Hs Code.:

Synonyms:1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

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Chemical Property of 1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

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Technology Process of 1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

There total 7 articles about 1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine 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: 88.0%

: 1331770-50-3,163252-36-6,2923-73-1
1-(2-deoxy-2-fluoro-α-L-ribofuranosyl)thymine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1331770-51-4,133324-02-4
1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1002/cbic.201100161

Reference yield:

: 1331770-45-6
C₂₃H₂₆O₇

: 1331770-51-4,133324-02-4
1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / Reflux

1.2: 25 h / 80 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

3.1: ammonia / methanol; dichloromethane / 4 h / 20 °C

4.1: pyridine; (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 h / 20 °C

5.1: boron trichloride / dichloromethane / 0.5 h / -78 °C

5.2: 22 h / 20 °C

6.1: pyridine / 3 h / 20 °C

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; ammonia; boron trichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/cbic.201100161

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 1331770-51-4,133324-02-4
1-(2-deoxy-5-O-(4,4'-dimethoxytrityl)-2-fluoro-α-L-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.75 h / Reflux

1.2: 25 h / 80 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

3.1: ammonia / methanol; dichloromethane / 4 h / 20 °C

4.1: pyridine; (bis-(2-methoxyethyl)amino)sulfur trufluoride / toluene / 20 h / 20 °C

5.1: boron trichloride / dichloromethane / 0.5 h / -78 °C

5.2: 22 h / 20 °C

6.1: pyridine / 3 h / 20 °C

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; ammonia; boron trichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/cbic.201100161