4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

Base Information

Chemical Name:4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone
CAS No.:438036-65-8
Molecular Formula:C₂₇H₃₇NO₈Si
Molecular Weight:531.678
Hs Code.:

Synonyms:4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

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Chemical Property of 4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

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Technology Process of 4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

There total 8 articles about 4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone 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: 96.0%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 438036-73-8
N-(tri-isopropylsilyloxycarbonyl)-2-(4-hydroxy-3-methoxyphenyl)-4,5-(methylenedioxy)benzylamine

: 438036-65-8
4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

Guidance literature:: In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo020010d

Reference yield:

: 69048-76-6
6-iodo-1,3-benzodioxole-5-methanol

: 438036-65-8
4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / Et₃N / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 21 percent / 10percent Pd(PPh₃)4 / toluene / 96 h / Heating

3: 73 percent / TBAF / tetrahydrofuran / 0 - 20 °C

4: 53 percent / PPh₃; ZnN₆*2Pyr; DEAD / tetrahydrofuran / 0 - 20 °C

5: 72 percent / PPh₃ / H₂O; tetrahydrofuran / 96 h / 20 °C

6: 72 percent / Et₃N / CH₂Cl₂ / 0.58 h / -78 - 20 °C

7: 84 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 20 °C

8: 96 percent / CH₂Cl₂ / 1 h / -78 °C

With ZnN₆*2Pyr; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; 10percent Pd/C; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo020010d

Reference yield:

: 438036-71-6
2-(4-benzyloxy-3-methoxyphenyl)-4,5-methylenedioxybenzyl azide

: 438036-65-8
4-(2-(tri-isopropylsilyloxycarbonylaminomethyl)-4,5-methylenedioxyphenyl)-6-acetoxy-6-methoxycyclohexa-2,4-dienone

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / PPh₃ / H₂O; tetrahydrofuran / 96 h / 20 °C

2: 72 percent / Et₃N / CH₂Cl₂ / 0.58 h / -78 - 20 °C

3: 84 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 20 °C

4: 96 percent / CH₂Cl₂ / 1 h / -78 °C

With hydrogen; triethylamine; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo020010d