4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
CAS No.:871671-54-4
Molecular Formula:C₂₃H₂₆N₄O₅
Molecular Weight:438.483
Hs Code.:

Synonyms:4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

There total 3 articles about 4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine 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: 39.0%

: 871671-50-0
4-amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

: 96-32-2
bromoacetic acid methyl ester

: 871671-54-4
4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1021/jm050394a

Reference yield:

: 158112-53-9
(3aR,6R,6aR)-2,2,6-trimethyltetrahydro-2H-furo(3,4-d)(1,3)dioxol-4-ol

: 871671-54-4
4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride / dimethylformamide; acetonitrile

2.1: KOH; TDA-1 / acetonitrile / 2 h / 20 °C

2.2: 52 percent / toluene / 16 h / 20 °C

3.1: 39 percent / t-BuOK / tetrahydrofuran / 1.5 h / 20 °C

With potassium hydroxide; oxalyl dichloride; potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050394a

Reference yield:

: 291535-34-7
5-deoxy-2,3-O-isopropylidene-α-D-ribofuranosyl chloride

: 871671-54-4
4-N-(carbomethoxymethyl)amino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidenyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: KOH; TDA-1 / acetonitrile / 2 h / 20 °C

1.2: 52 percent / toluene / 16 h / 20 °C

2.1: 39 percent / t-BuOK / tetrahydrofuran / 1.5 h / 20 °C

With potassium hydroxide; potassium tert-butylate; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jm050394a