N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester

Base Information

• Chemical Name: N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester
• CAS No.: 851909-05-2
• Molecular Formula: C₂₇H₄₀N₂O₇
• Molecular Weight: 504.624
• Mol file: 851909-05-2.mol

Synonyms:N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester

Chemical Property of N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester

There total 7 articles about N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine 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: 78.0%

methyl (2S)-2-[(2,4-dimethoxybenzyl)amino]hex-5-enoate (851909-11-0) + (S)-2-N-(tert-butoxycarbonyl)-2-amino-5-hexenoic acid (208522-13-8) → N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester (851909-05-2)

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; Inert atmosphere;

DOI:10.1021/acs.joc.5b00237

Reference yield:

(S)-2-tert-butoxycarbonylamino-hex-5-enoic acid methyl ester (92136-57-7) → N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester (851909-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / LiOH*H₂O / H₂O; dioxane / 3 h

2: 74 percent / N-ethylmorpholine; HATU / CH₂Cl₂ / 24 h / 20 °C

With N-ethylmorpholine;; lithium hydroxide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/jo0477648

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → N-(N-(Boc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester (851909-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaBH(OAc)3 / CH₂Cl₂ / 18 h / 20 °C

2: 74 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

upstream raw materials:

methyl (2S)-2-[(2,4-dimethoxybenzyl)amino]hex-5-enoate

(S)-2-N-(tert-butoxycarbonyl)-2-amino-5-hexenoic acid

(S)-2-tert-butoxycarbonylamino-hex-5-enoic acid methyl ester

2,4-Dimethoxybenzaldehyde