4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane

Base Information

• Chemical Name: 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane
• CAS No.: 178552-82-4
• Molecular Formula: C₃₇H₆₁N₃O₁₀
• Molecular Weight: 707.905
• Mol file: 178552-82-4.mol

Synonyms:4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane

Chemical Property of 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane

There total 6 articles about 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane 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: 64.0%

glycine benzyl ester p-toluenesulfonic acid salt (1738-76-7) + N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]glycine 1,1-dimethylethyl ester (146432-43-1) → 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane (178552-82-4)

Guidance literature:

In aq. phosphate buffer; acetonitrile; at 20 ℃; for 24h; pH=8;

DOI:10.1021/ol500022n

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane (178552-82-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 24.58 h / 0 - 20 °C

2: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 0 °C

3: acetonitrile / 24 h / pH 8 / aq. phosphate buffer

With N-Bromosuccinimide; potassium hydrogencarbonate; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201101413

Reference yield:

[tert-Butoxycarbonylmethyl-(2-hydroxy-ethyl)-amino]-acetic acid tert-butyl ester (146432-41-9) → 4-benzyloxycarbonylmethyl-1,1,7,7-tetra(tertbutyloxycarbonylmethyl)-1,4,7-triazaheptane (178552-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; N-Bromosuccinimide / 2 h / 0 °C

2: aq. phosphate buffer; acetonitrile / pH 8

With N-Bromosuccinimide; triphenylphosphine; In aq. phosphate buffer; acetonitrile;

DOI:10.1039/c3ob40492g

upstream raw materials:

bromoacetic acid tert-butyl ester

Gly-OBz

N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]glycine 1,1-dimethylethyl ester

glycine benzyl ester p-toluenesulfonic acid salt

Downstream raw materials:

C₅₂H₇₆N₄O₁₁

C₂₂H₃₂N₄O₁₁

C₃₈H₆₄N₄O₁₁

3,9-Bis(tert-butoxycarbonylmethyl)-6-carboxymethyl-3,6,9-triazaundecanedioic acid-di-tert-butyl ester