(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

Base Information

Chemical Name:(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester
CAS No.:623145-66-4
Molecular Formula:C₃₁H₃₀N₈O₅
Molecular Weight:594.63
Hs Code.:

Synonyms:(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

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Chemical Property of (1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

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Technology Process of (1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

There total 6 articles about (1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl 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: 96.0%

: 100-46-9
benzylamine

: 623145-54-0
N-(2-azidoethyl)-N-[4-N-(benzhydryloxycarbonyl)cytosine-1-acetyl]glycine

: 623145-66-4
(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 23 ℃; for 0.5h;
DOI:10.1021/ol0358408

Reference yield:

: 211321-08-3
cytosine-1-benzylacetic acid

: 623145-66-4
(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethylformamide / 1.5 h

1.2: 76 percent / dimethylformamide

2.1: 93 percent / LiOH*H₂O; H₂O / acetonitrile; methanol; ethanol / 0 °C

3.1: N-methylmorpholine / dimethylformamide; acetonitrile / 0.33 h / 0 °C

4.1: 4.01 g / dimethylformamide; acetonitrile / 1.5 h / 23 °C

5.1: 95 percent / aq. NaOH / dioxane / 0.25 h / 23 °C

6.1: 96 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide / dimethylformamide / 0.5 h / 23 °C

With 4-methyl-morpholine; lithium hydroxide; sodium hydroxide; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0358408

Reference yield:

: 186046-78-6
[4-N-(benzhydryloxycarbonyl)cytosin-1-yl]acetic acid

: 623145-66-4
(1-{[(2-azido-ethyl)-(benzylcarbamoyl-methyl)-carbamoyl]-methyl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylmorpholine / dimethylformamide; acetonitrile / 0.33 h / 0 °C

2: 4.01 g / dimethylformamide; acetonitrile / 1.5 h / 23 °C

3: 95 percent / aq. NaOH / dioxane / 0.25 h / 23 °C

4: 96 percent / 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide / dimethylformamide / 0.5 h / 23 °C

With 4-methyl-morpholine; sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0358408