benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

Base Information

• Chemical Name: benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate
• CAS No.: 1449336-19-9
• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.268
• Mol file: 1449336-19-9.mol

Synonyms:benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

Chemical Property of benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

There total 3 articles about benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate 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: 70.0%

dibenzyl hydrogen phosphite (538-60-3) + 3,4-methylenedioxyphenylglyoxal (65709-23-1) → benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate (1449336-19-9)

Guidance literature:

With air; In toluene; at 80 ℃; for 9h;

DOI:10.1039/c5ob01310k

Reference yield: 53.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + dibenzyl oxalate (7579-36-4) → benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate (1449336-19-9)

Guidance literature:

1,2-(methylenedioxy)-4-bromobenzene; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h;

dibenzyl oxalate; In tetrahydrofuran; at -78 - -40 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/ol401817q

Reference yield:

benzo[1,3]dioxol-5-yl-oxo-acetic acid (62396-98-9) + benzyl bromide (100-39-0) → benzyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate (1449336-19-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tert-butyl methyl ether; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03452

upstream raw materials:

1,2-(methylenedioxy)-4-bromobenzene

dibenzyl oxalate

dibenzyl hydrogen phosphite

3,4-methylenedioxyphenylglyoxal

Downstream raw materials:

C₂₃H₁₉NO₆S

C₂₉H₂₇NO₈S

C₂₉H₂₇NO₈S

Refernces

• 1、 Chen, Jianzhong,Li, Feilong,Wang, Fang,Hu, Yawen,Zhang, Zhenfeng,Zhao, Min,Zhang, Wanbin. "Pd(OAc)2-Catalyzed Asymmetric Hydrogenation of α-Iminoesters". supporting information. p. 9060 - 9065. Retrieved 2019/11/19.