(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

Base Information

Chemical Name:(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione
CAS No.:1610027-17-2
Molecular Formula:C₂₈H₂₈N₂O₆
Molecular Weight:488.54
Hs Code.:

Synonyms:(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

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Chemical Property of (3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

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Technology Process of (3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

There total 8 articles about (3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione 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: 83.0%

: 1610027-16-1
(Z)-1-acetyl-3-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

: 100-52-7
benzaldehyde

: 1610027-17-2
(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 6h; Inert atmosphere;
DOI:10.1021/ol500990f

Reference yield:

: 1610027-15-0
((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methanol

: 1610027-17-2
(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 6 h / Inert atmosphere

With oxalyl dichloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/ol500990f

Reference yield:

: C₁₄H₁₈O₅

: 1610027-17-2
(3Z,6Z)-3-benzylidene-6-(((3aS,4S,5S,7S,7aS)-5-(benzyloxy)-2,2-dimethylhexahydro-4,7-epoxybenzo[d][1,3]dioxol-5-yl)methylene)piperazine-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / acetone / 0.17 h

2: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 6 h / Inert atmosphere

With oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetone;
DOI:10.1021/ol500990f