(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

Base Information

Chemical Name:(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene
CAS No.:549521-76-8
Molecular Formula:C₂₃H₃₀N₂O₅
Molecular Weight:414.502
Hs Code.:

Synonyms:(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

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Chemical Property of (6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

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Technology Process of (6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

There total 3 articles about (6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene 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: 46.0%

: 549521-74-6
(1S,2R)-N-allyl-N-benzyloxcarbonylglycine-5-allylproline tert-butyl ester

: 549521-76-8
(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 48h; Heating;
DOI:10.1021/ol034370e

Reference yield:

: 71931-22-1
N-allyl-N-benzyloxycarbonyl-glycine

: 549521-76-8
(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1: EDCI; Et₃N / CH₂Cl₂ / 16 h / 0 - 20 °C

2: Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 48 h / Heating

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Grubbs catalyst first generation; In dichloromethane; 2: Grubbs ring closing metathesis;
DOI:10.1039/b605293b

Reference yield:

: 5-allyl-pyrrolidine-2-carboxylic acid tert-butyl ester

: 549521-76-8
(6Z,9R,12S)-1,4-diaza-4-benzyloxycarbonyl-12-tert-butoxycarbonyl-2-oxobicyclo[7.3.0]dodec-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1: EDCI; Et₃N / CH₂Cl₂ / 16 h / 0 - 20 °C

2: Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 48 h / Heating

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Grubbs catalyst first generation; In dichloromethane; 2: Grubbs ring closing metathesis;
DOI:10.1039/b605293b