N4-Boc-cytosin-1-yl acetic acid

Base Information

• Chemical Name: N4-Boc-cytosin-1-yl acetic acid
• CAS No.: 172405-16-2
• Molecular Formula: C11H15N3O5
• Molecular Weight: 269.25
• Mol file: 172405-16-2.mol

Synonyms:N4-Boc-cytosin-1-yl acetic acid;2-(4-((Tert-Butoxycarbonyl)Amino)-2-Oxopyrimidin-1(2H)-Yl)Acetic Acid

Chemical Property of N4-Boc-cytosin-1-yl acetic acid

Chemical Property:

• PKA: 2.95±0.10(Predicted)
• PSA: 110.52000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 0.74790
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)aceticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N4-Boc-cytosin-1-yl acetic acid

There total 5 articles about N4-Boc-cytosin-1-yl acetic acid 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: 82.0%

ethyl (4-N-(t-butoxycarbonyl)cytosine)-1-acetate → {4-[(tert-butoxycarbonyl)amino]-2-oxopyrimidin-1(2H)-yl}acetic acid (172405-16-2)

Guidance literature:

With water; at 20 ℃; for 0.5h; Alkaline conditions; Sonication;

DOI:10.1021/acs.orglett.0c04116

Reference yield: 69.0%

benzyl cytosine(Boc) acetate (154409-68-4) → {4-[(tert-butoxycarbonyl)amino]-2-oxopyrimidin-1(2H)-yl}acetic acid (172405-16-2)

Guidance literature:

With lithium hydroxide; In water; acetonitrile; at 23 ℃; for 0.166667h;

DOI:10.1016/j.tet.2007.03.033

Reference yield:

N4-(tert-Butyloxycarbonyl)-N1-methoxycarbonylmethylcytosine (172405-15-1) → {4-[(tert-butoxycarbonyl)amino]-2-oxopyrimidin-1(2H)-yl}acetic acid (172405-16-2)

Guidance literature:

With sodium hydroxide; acetic acid; triethylamine; In methanol; dichloromethane; water;

upstream raw materials:

benzyl cytosine(Boc) acetate

cytosine-1-benzylacetic acid

N₄-(tert-Butyloxycarbonyl)-N₁-methoxycarbonylmethylcytosine

ethyl 2-(4-amino-2-oxopyrimidin-1(2H)-yl)acetate

Downstream raw materials:

C₃₆H₃₉N₅O₄

C₃₇H₄₁N₅O₄

C₂₂H₂₇N₇O₆

C₂₄H₃₀N₈O₈

Refernces

• 1、 Pothukanuri, Srinivasu,Pianowski, Zbigniew,Winssinger, Nicolas. "Expanding the scope and orthogonality of PNA synthesis". supporting information; experimental part. p. 3141 - 3148. Retrieved 2009/05/27.
• 2、 -. "Substituted N-ethylglycine derivatives for preparing PNA and PNA/DNA hybrids". . . Retrieved 2008/06/13.