(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Base Information

Chemical Name:(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione
CAS No.:1610027-09-2
Molecular Formula:C₃₂H₃₀N₂O₆
Molecular Weight:538.6
Hs Code.:

Synonyms:(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Suppliers and Price of (3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

There total 8 articles about (3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-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: 60.0%

: 1610027-08-1
(Z)-1-acetyl-3-(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

: C₁₄H₁₄O₃

: 1610027-09-2
(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -70 - 0 ℃; for 48h; Inert atmosphere;
DOI:10.1021/ol500990f

Reference yield: 57.0%

: 3027-05-2
N,N'-diacetylpiperazin-2,5-dione

: C₁₄H₁₄O₃

: 1610027-09-2
(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; dimethyl sulfoxide; at -70 - 0 ℃; for 48h; Inert atmosphere;
DOI:10.1021/ol500990f

Reference yield:

: 1610027-05-8
((1S,2R,4S)-2-bromo-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methanol

: 1610027-09-2
(3Z,6Z)-3,6-bis(((1S,2S,4S)-2-(benzyloxy)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)methylene)piperazine-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; 18-crown-6 ether / water; 1,4-dioxane / 20 h / Reflux

2.1: camphor-10-sulfonic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.2: 4 h / 0 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 - -70 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 48 h / -70 - 0 °C / Inert atmosphere

With oxalyl dichloride; 18-crown-6 ether; camphor-10-sulfonic acid; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; dichloromethane; water; 3.1: |Swern Oxidation;
DOI:10.1021/ol500990f