methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Base Information

Chemical Name:methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate
CAS No.:869896-49-1
Molecular Formula:C₂₁H₂₅N₃O₆S
Molecular Weight:447.512
Hs Code.:

Synonyms:methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

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Chemical Property of methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

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Technology Process of methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

There total 3 articles about methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate 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: 70.0%

: 463-49-0
1,2-propanediene

: 40738-83-8
5-iodo-1,3-dimethyluracil

: 405941-15-3
N-benzensulfonyl C-allyl glycine methyl ester

: 869896-49-1
methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Guidance literature:: 5-iodo-1,3-dimethyluracil; N-benzensulfonyl C-allyl glycine methyl ester; With tetraethylammonium chloride; potassium carbonate; triphenylphosphine; palladium diacetate; In toluene; cooling;

1,2-propanediene; In toluene; at 80 ℃; for 40h;
DOI:10.1016/j.tet.2005.08.078

Reference yield:

: 1069-48-3,7685-44-1
rac-allylglycine

: 869896-49-1
methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 - 20 °C

1.2: 78 percent / triethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: potassium carbonate; tetraethylammonium chloride; triphenylphosphine / palladium(II) acetate / toluene / cooling

2.2: 70 percent / toluene / 40 h / 80 °C

With thionyl chloride; tetraethylammonium chloride; potassium carbonate; triphenylphosphine; palladium diacetate; In toluene;
DOI:10.1016/j.tet.2005.08.078

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 869896-49-1
methyl 2-{[2-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 - 20 °C

1.2: 78 percent / triethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: potassium carbonate; tetraethylammonium chloride; triphenylphosphine / palladium(II) acetate / toluene / cooling

2.2: 70 percent / toluene / 40 h / 80 °C

With thionyl chloride; tetraethylammonium chloride; potassium carbonate; triphenylphosphine; palladium diacetate; In toluene;
DOI:10.1016/j.tet.2005.08.078