ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate

Base Information

• Chemical Name: ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate
• CAS No.: 938175-07-6
• Molecular Formula: C₂₅H₃₃N₅O₈
• Molecular Weight: 531.566

Synonyms:ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate

Chemical Property of ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate

Chemical Property:

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Technology Process of ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate

There total 5 articles about ethyl N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate 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:

ethyl 2-[2-(tert-butoxycarbonylamino)ethyl-[3-[[4-(4,5-difluoro-2-methylsulfanyl-phenyl)phenoxy]methyl]benzoyl]amino]acetate (72648-80-7) + [N4-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid (144564-95-4) → ethyl N-((N-4-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate (938175-07-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1021/ja00050a068

Reference yield:

(N4-(benzyloxycarbonyl)cytosin-1-yl)acetic acid methyl ester (212143-40-3) → ethyl N-((N-4-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate (938175-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 0.5 h

2: 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, DCC / dimethylformamide; CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) r.t., 1 h

With sodium hydroxide; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00098a042

Reference yield:

N-benzyloxycarbonyl cytosine (149411-91-6) → ethyl N-((N-4-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate (938175-07-6)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dimethylformamide

2: aq. NaOH / 0.5 h

3: 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, DCC / dimethylformamide; CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) r.t., 1 h

With sodium hydroxide; potassium carbonate; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00098a042

upstream raw materials:

ethyl 2-[2-(tert-butoxycarbonylamino)ethyl-[3-[[4-(4,5-difluoro-2-methylsulfanyl-phenyl)phenoxy]methyl]benzoyl]amino]acetate

[N⁴-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid

benzyl chloroformate

N-benzyloxycarbonyl cytosine

Downstream raw materials:

N-((N-⁴-(benzyloxycarbonyl)cytosin-1-yl)acetyl)-N-(2-Boc-aminoethyl)glycine

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