(S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride

Base Information

• Chemical Name: (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride
• CAS No.: 68709-64-8
• Molecular Formula: C₂₁H₂₅NO₆*ClH
• Molecular Weight: 423.894
• Mol file: 68709-64-8.mol

Synonyms:(S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride

Chemical Property of (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride

There total 2 articles about (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride 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:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride (68709-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 0.5 h

1.3: 24 h / 20 °C

2.1: hydrogenchloride / diethyl ether

With hydrogenchloride; N,N,N',N'-tetramethylguanidine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm1013715

Reference yield:

(S)-2-Amino-pentanedioic acid bis-(4-methoxy-benzyl) ester → (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride (68709-64-8)

Guidance literature:

With hydrogenchloride; In diethyl ether;

DOI:10.1021/jm1013715

Reference yield: 77.0%

bis(trichloromethyl) carbonate (32315-10-9) + (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride (68709-64-8) + (R)-4-methoxybenzyl-2-amino-3-(methylthio)propionate (1092539-89-3) → (S)-bis(4-methoxybenzyl)-2-(3-((R)-1-(4-methoxybenzyloxy)-3-(methylthio)-1-oxopropan-2-yl)ureido)pentanedioate (1092539-90-6)

Guidance literature:

bis(trichloromethyl) carbonate; (S)-1,5-bis((4-methoxybenzyl)oxy)-1,5-dioxopentan-2-aminium chloride; With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.75h; Inert atmosphere;

(R)-4-methoxybenzyl-2-amino-3-(methylthio)propionate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm800765e

upstream raw materials:

L-glutamic acid

Downstream raw materials:

(10S,14S)-tris(4-methoxybenzyl) 2,2-dimethyl-4,12-dioxo-3-oxa-5,11,13-triazahexadecane-10,14,16-tricarboxylate

(S)-bis(4-methoxybenzyl)-2-(3-((R)-1-(4-methoxybenzyloxy)-3-(methylthio)-1-oxopropan-2-yl)ureido)pentanedioate

C₄₃H₄₈N₂O₁₃