Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate

Base Information

• Chemical Name: Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate
• CAS No.: 127322-59-2
• Molecular Formula: C₃₁H₄₃N₅O₈
• Molecular Weight: 613.711
• Mol file: 127322-59-2.mol

Synonyms:Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate

Chemical Property of Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate

There total 10 articles about Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate 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: 98.0%

Diethyl N-<4-<1-(tetrahydropyranyl-2'-oxy)-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate (127322-58-1) → Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate (127322-59-2)

Guidance literature:

With hydrogenchloride; for 2h; Ambient temperature;

DOI:10.1021/jo00102a040

Reference yield:

2-pivaloylamino-6-bromo-4(3H)-pyrido[2,3-d]pyrimidinone (116387-22-5) → Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate (127322-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 63 percent / triphenylphosphine, CuI, Et₃N / PdCl₂ / acetonitrile / 24 h / Heating

2: 87 percent / H₂ / 5percent Pd/BaSO₄, quinoline / methanol; CHCl₃ / 0.67 h

3: 52 percent / Et₃N, tris-o-tolylphosphine / Pd(OAc)2 / acetonitrile / 24 h / Heating

4: 68 percent / H₂ / PtO₂ / acetic acid / 10 h / 2585.7 Torr

5: 98 percent / 0.1 M methanolic HCl / 2 h / Ambient temperature

With hydrogenchloride; copper(l) iodide; hydrogen; triethylamine; triphenylphosphine; tris-(o-tolyl)phosphine; quinoline; platinum(IV) oxide; palladium diacetate; Pd-BaSO₄; palladium dichloride; In methanol; chloroform; acetic acid; acetonitrile;

DOI:10.1021/jo00102a040

Reference yield:

2-(Pivaloylamino)-6-<3-(tetrahydropyranyl-2'-oxy)prop-1-ynyl>-4(3H)-oxopyrido<2,3-d>pyrimidine (127322-55-8) → Diethyl N-<4-<1-hydroxy-3-(2-(pivaloylamino)-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)prop-2-yl>benzoyl>-L-glutamate (127322-59-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / H₂ / 5percent Pd/BaSO₄, quinoline / methanol; CHCl₃ / 0.67 h

2: 52 percent / Et₃N, tris-o-tolylphosphine / Pd(OAc)2 / acetonitrile / 24 h / Heating

3: 68 percent / H₂ / PtO₂ / acetic acid / 10 h / 2585.7 Torr

4: 98 percent / 0.1 M methanolic HCl / 2 h / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; tris-(o-tolyl)phosphine; quinoline; platinum(IV) oxide; palladium diacetate; Pd-BaSO₄; In methanol; chloroform; acetic acid; acetonitrile;

DOI:10.1021/jo00102a040

upstream raw materials:

2-{4-[2-[2-(2,2-Dimethyl-propionylamino)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl]-1-(tetrahydro-pyran-2-yloxymethyl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

2-pivaloylamino-6-bromo-4(3H)-pyrido[2,3-d]pyrimidinone

2-(Pivaloylamino)-6-<3-(tetrahydropyranyl-2'-oxy)-cis-prop-2-en-1-yl>-4(3H)-oxopyrido<2,3-d>pyrimidine

2-(Pivaloylamino)-6-<3-(tetrahydropyranyl-2'-oxy)prop-1-ynyl>-4(3H)-oxopyrido<2,3-d>pyrimidine

Downstream raw materials:

2-{4-[2-(2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl)-1-hydroxymethyl-ethyl]-benzoylamino}-pentanedioic acid