methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

Base Information

Chemical Name:methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate
CAS No.:851908-96-8
Molecular Formula:C₃₄H₃₆N₂O₇
Molecular Weight:584.669
Hs Code.:

Synonyms:methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

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Chemical Property of methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

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Technology Process of methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

There total 6 articles about methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate 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: 71.0%

: 851909-04-1
N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

: 851908-96-8
methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; for 72h; Heating;
DOI:10.1021/jo0477648

Reference yield:

: 851909-08-5
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

: 851908-96-8
methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / N-ethylmorpholine; HATU / CH₂Cl₂ / 24 h / 20 °C

2: 71 percent / (P(c-C₆H₁₁)3)2(Cl)2Ru=CHC₆H₅ / CH₂Cl₂ / 72 h / Heating

With N-ethylmorpholine;; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; Grubbs catalyst first generation; In dichloromethane;
DOI:10.1021/jo0477648

Reference yield:

: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-hex-5-enoic acid methyl ester

: 851908-96-8
methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / calcium chloride; sodium hydroxide / propan-2-ol; H₂O

2: 82 percent / N-ethylmorpholine; HATU / CH₂Cl₂ / 24 h / 20 °C

3: 71 percent / (P(c-C₆H₁₁)3)2(Cl)2Ru=CHC₆H₅ / CH₂Cl₂ / 72 h / Heating

With N-ethylmorpholine;; sodium hydroxide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; calcium chloride; Grubbs catalyst first generation; In dichloromethane; water; isopropyl alcohol;
DOI:10.1021/jo0477648