2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine

Base Information

• Chemical Name: 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine
• CAS No.: 173850-07-2
• Molecular Formula: C₁₈H₁₉IN₄O₄S
• Molecular Weight: 514.344
• Mol file: 173850-07-2.mol

Synonyms:2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine

Chemical Property of 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine

There total 1 articles about 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-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: 54.0%

p-toluenesulfonyl chloride (98-59-9) + 6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine (143682-15-9) → 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine (173850-07-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) 0 deg C, 30 min, 2.) room temperature;

DOI:10.1021/jo951471k

Reference yield: 85.0%

4-ethynylbenzoic acid methyl ester (3034-86-4) + 2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine (173850-07-2) → 4-[2-(2,2-Dimethyl-propionylamino)-4-oxo-7-(toluene-4-sulfonyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoic acid methyl ester (173850-08-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In dichloromethane; for 3h; Heating;

DOI:10.1021/jo951471k

Reference yield:

2-(pivaloylamino)-4(3H)-oxo-6-iodo-7-tosyl-7H-pyrrolo<2,3-d>pyrimidine (173850-07-2) → 4-{2-[2-(2,2-Dimethyl-propionylamino)-4-oxo-7-(toluene-4-sulfonyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl]-ethyl}-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, CuI, Et₃N / CH₂Cl₂ / 3 h / Heating

2: 98 percent / H₂ / PtO₂ / methanol; CH₂Cl₂ / 24 h / 2999.5 Torr / further catalyst

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; platinum(IV) oxide; In methanol; dichloromethane;

DOI:10.1021/jo951471k

upstream raw materials:

p-toluenesulfonyl chloride

6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine

Downstream raw materials:

4-[2-(2,2-Dimethyl-propionylamino)-4-oxo-7-(toluene-4-sulfonyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoic acid methyl ester

4-<2-(2-amino-4(3H)-oxo-5,6-dihydro-7H-pyrrolo<2,3-d>pyrimidin-6-yl)ethyl>benzoic acid

4-{2-[2-(2,2-Dimethyl-propionylamino)-4-oxo-7-(toluene-4-sulfonyl)-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl]-ethyl}-benzoic acid methyl ester