5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Base Information

• Chemical Name: 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester
• CAS No.: 239477-63-5
• Molecular Formula: C₃₀H₄₁N₃O₁₀
• Molecular Weight: 603.67
• Mol file: 239477-63-5.mol

Synonyms:

Chemical Property of 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

There total 3 articles about 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl 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:

2',3'-O-isopropylideneuridine (362-43-6) → 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (239477-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DBU / acetonitrile / 24 h / Heating

2: 1.) DMAP, DCC / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1039/a901287g

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (239477-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DBU / acetonitrile / 24 h / Heating

2: 1.) DMAP, DCC / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1039/a901287g

Reference yield:

5-(N-tert-butyloxycarbonyl)aminopentanoic acid (27219-07-4) + 1-(2,3-O-Isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil (32464-93-0) → 5-tert-butoxycarbonylamino-pentanoic acid 6-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (239477-63-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; Yield given; Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, r.t., 18 h;

DOI:10.1039/a901287g

upstream raw materials:

5-(N-tert-butyloxycarbonyl)aminopentanoic acid

1-(2,3-O-Isopropylidene-β-D-ribofuranosyl)-3-(4-methoxybenzyl)uracil

2',3'-O-isopropylideneuridine

p-methoxybenzyl chloride