N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

Base Information

Chemical Name:N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine
CAS No.:249287-95-4
Molecular Formula:C₂₀H₁₉N₅O₈S₂
Molecular Weight:521.532
Hs Code.:

Synonyms:N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

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Chemical Property of N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

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Technology Process of N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

There total 4 articles about N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine 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: 84.0%

: 2757-23-5
chloro(chlorosulfanyl)methanone

: 249287-91-0
N-[2-(N-ethoxythiocarbonyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

: 249287-95-4
N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

Guidance literature:: N-[2-(N-ethoxythiocarbonyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 25 ℃; for 0.5h;

chloro(chlorosulfanyl)methanone; In acetonitrile; at 0 ℃; for 0.333333h;
DOI:10.1021/jo9824394

Reference yield: 27.0%

: 2757-23-5
chloro(chlorosulfanyl)methanone

: 249287-91-0
N-[2-(N-ethoxythiocarbonyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

: 249287-95-4
N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

: ([(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-{2-[2-(2-{[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-carboxymethyl-amino}-ethyl)-3,5-dioxo-[1,2,4]thiadiazolidin-4-yl]-ethyl}-amino)-acetic acid

Guidance literature:: N-[2-(N-ethoxythiocarbonyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 25 ℃; for 0.5h;

chloro(chlorosulfanyl)methanone; In acetonitrile; at 25 ℃; for 0.333333h;
DOI:10.1021/jo9824394

Reference yield:

: 144564-94-3
N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycine

: 249287-95-4
N-[2-(N-dithiasuccinoyl)aminoethyl]-N-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]glycine

Guidance literature:: Multi-step reaction with 3 steps

1.1: TFA / H₂O / 1 h / 25 °C

2.1: aq. NaOH / ethanol / 25 °C / pH 9 - 10

3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / 25 °C

3.2: 84 percent / acetonitrile / 0.33 h / 0 °C

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; trifluoroacetic acid; In ethanol; water; acetonitrile; 1.1: Hydrolysis / 2.1: Acylation / 3.1: trimethylsilylation / 3.2: Substitution;
DOI:10.1021/jo9824394