(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

Base Information

Chemical Name:(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester
CAS No.:173850-16-3
Molecular Formula:C₃₀H₃₃N₅O₉
Molecular Weight:607.62
Hs Code.:

(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

Synonyms:(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

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Chemical Property of (S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

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Technology Process of (S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

There total 4 articles about (S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester 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: 57.0%

: 135352-72-6
Dimethyl N-(4-ethynylbenzoyl)-L-glutamate

: 173850-15-2
2-(pivaloylamino)-4(3H)-oxo-6-bromo-7-(ethoxycarbonyl)-7H-pyrrolo<2,3-d>pyrimidine

: 173850-16-3
(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In acetonitrile; 1.) 50 deg C, 15 min, 2.) reflux;
DOI:10.1021/jo951471k

Reference yield:

: 173850-03-8
2-(pivaloylamino)-4(3H)-oxo-7-acetyl-7H-pyrrolo<2,3-d>pyrimidine

: 173850-16-3
(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 47 percent / H₂ / PtO₂ / acetic acid; methanol / 12 h / 2585.7 Torr

2: 77 percent / NaH / dimethylformamide / 1.) ice bath, 1 h, 2.) room temperature

3: 50 percent / NBS / CH₂Cl₂ / 3 h / 0 °C

4: 57 percent / Pd(PPh₃)4, Et₃N, CuI / acetonitrile / 1.) 50 deg C, 15 min, 2.) reflux

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hydride; triethylamine; platinum(IV) oxide; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo951471k

Reference yield:

: 137281-08-4
N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide

: 173850-16-3
(S)-2-{4-[2-(2,2-Dimethyl-propionylamino)-7-ethoxycarbonyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-ylethynyl]-benzoylamino}-pentanedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / NaH / dimethylformamide / 1.) ice bath, 1 h, 2.) room temperature

2: 50 percent / NBS / CH₂Cl₂ / 3 h / 0 °C

3: 57 percent / Pd(PPh₃)4, Et₃N, CuI / acetonitrile / 1.) 50 deg C, 15 min, 2.) reflux

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo951471k