N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

Base Information

• Chemical Name: N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester
• CAS No.: 851909-04-1
• Molecular Formula: C₃₆H₄₀N₂O₇
• Molecular Weight: 612.723
• Mol file: 851909-04-1.mol

Synonyms:N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

Chemical Property of N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

There total 6 articles about N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester 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: 82.0%

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid (851909-08-5) + methyl (2S)-2-[(2,4-dimethoxybenzyl)amino]pent-4-enoate (336879-47-1) → N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester (851909-04-1)

Guidance literature:

With N-ethylmorpholine;; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo0477648

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester (851909-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NaBH(OAc)3 / CH₂Cl₂ / 18 h / 20 °C

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

With N-ethylmorpholine;; sodium tris(acetoxy)borohydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane;

DOI:10.1021/jo0477648

Reference yield:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-hex-5-enoic acid methyl ester → N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester (851909-04-1)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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; In dichloromethane; water; isopropyl alcohol;

DOI:10.1021/jo0477648

upstream raw materials:

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

methyl (2S)-2-[(2,4-dimethoxybenzyl)amino]pent-4-enoate

methyl (S)-allylglycinate

2,4-Dimethoxybenzaldehyde

Downstream raw materials:

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