di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate

Base Information

• Chemical Name: di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate
• CAS No.: 135949-34-7
• Molecular Formula: C₂₀H₂₉NO₈
• Molecular Weight: 411.452
• Mol file: 135949-34-7.mol

Synonyms:

Chemical Property of di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate

There total 1 articles about di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate 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: 59.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 1-(2-nitrophenyl)ethane-1,2-diol (51673-59-7) → di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate (135949-34-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1002/hlca.19910740402

Reference yield: 82.0%

di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate (135949-34-7) → 4-(2-nitrophenyl)-3,6-dioxaoctanedioic acid (135949-36-9)

Guidance literature:

With trifluoroacetic acid; for 0.5h; Ambient temperature;

DOI:10.1002/hlca.19910740402

Reference yield:

di(tert-butyl) 4-(2-nitrophenyl)-3,6-dioxaoctanedioate (135949-34-7) → 5-(2-nitrophenyl)-4,7,13,16,21-pentaoxa-1,10-diazabicyclo<8.8.5>tricosane (135949-47-2,136030-49-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / CF₃CO₂H / 0.5 h / Ambient temperature

2: 90 percent / oxalyl chloride / toluene / 20 h / Ambient temperature

3: 70 percent / Et₃N / toluene / Ambient temperature

4: 1) 1 M BH₃*THF, 2) CF₃CO₂H / 1a) THF, rt, 30 min, b) reflux, 2 h, 2) THF, rt, 1 week

With borane-THF; oxalyl dichloride; triethylamine; trifluoroacetic acid; In toluene;

DOI:10.1002/hlca.19910740402

upstream raw materials:

bromoacetic acid tert-butyl ester

1-(2-nitrophenyl)ethane-1,2-diol

Downstream raw materials:

4-(2-nitrophenyl)-3,6-dioxaoctanedioic acid

4-(2-nitrophenyl)-3,6-dioxaoctanedioyl chloride

5-(2-nitrophenyl)-4,7,13,18-tetraoxa-1,10-diazabicyclo<8.5.5>icosane

5-(2-nitrophenyl)-4,7,13,16,21-pentaoxa-1,10-diazabicyclo<8.8.5>tricosane