2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester

Base Information

• Chemical Name: 2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester
• CAS No.: 672907-32-3
• Molecular Formula: C₃₀H₄₀N₂O₈
• Molecular Weight: 556.656
• Mol file: 672907-32-3.mol

Synonyms:2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester

Chemical Property of 2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester

There total 1 articles about 2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid 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: 51.0%

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride (2389-48-2) + Benzyl bromoacetate (5437-45-6) → 2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester (672907-32-3)

Guidance literature:

With triethylamine; potassium iodide; In N,N-dimethyl-formamide; at 60 ℃; for 45h;

DOI:10.1021/ja037646m

Reference yield: 86.0%

2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester (672907-32-3) → 5-[bis(benzyloxycarbonylmethyl)amino]-5-methoxycarbonylpentylammonium chloride

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1021/ja037646m

Reference yield:

2-[bis(benzyloxycarbonylmethyl)amino]-6-tert-butoxycarbonylaminohexanoic acid methyl ester (672907-32-3) → 2-[bis(benzyloxycarbonylmethyl)amino]-6-{2-[2-(2,2-dimethylpropoxycarbonylamino)acetylamino]acetylamino}hexanoic acid methyl ester (672907-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / HCl / dioxane / 1 h / 20 °C

2: 85 percent / Et₃N; 1-hydroxybenzotriazole; HBTU / dimethylformamide / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ja037646m

upstream raw materials:

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

Benzyl bromoacetate

Downstream raw materials:

2-[bis(benzyloxycarbonylmethyl)amino]-6-{2-[2-(2,2-dimethylpropoxycarbonylamino)acetylamino]acetylamino}hexanoic acid methyl ester