5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate

Base Information

• Chemical Name: 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate
• CAS No.: 1044757-54-1
• Molecular Formula: C₂₈H₄₆N₄O₄
• Molecular Weight: 502.698
• Mol file: 1044757-54-1.mol

Synonyms:5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate

Chemical Property of 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate

There total 8 articles about 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate 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: 55.0%

1,4,8,11-tetraazabicyclo[6.6.2]hexadecane (130701-19-8) + α-bromoglutaric acid 1-tert-butyl ester 5-benzyl ester (306776-74-9) → 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate (1044757-54-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.200903556

Reference yield:

(2S)-2-bromopentanedioic acid 1-(1,1-dimethylethyl)-5-(phenylmethyl) ester (873201-11-7) + 1,4,8,11-tetraazabicyclo[6.6.2]hexadecane (130701-19-8) → 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate (1044757-54-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 24h;

Reference yield:

3a,8a-dibenzyltetradecahydro-3a,5a,8a,10a-tetraazapyrene-3a,8a-diium bromide → 5-benzyl 1-tert-butyl 2-(1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate (1044757-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; sodium tetrahydroborate / water / 72 h / 20 °C

2: palladium 10% on activated carbon; hydrogen; acetic acid / 11 h / Sealed tube

3: potassium carbonate / acetonitrile / 24 h / 20 °C

With sodium tetrahydroborate; ethanol; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; In water; acetonitrile;

upstream raw materials:

1,4,8,11-tetraazabicyclo[6.6.2]hexadecane

α-bromoglutaric acid 1-tert-butyl ester 5-benzyl ester

L-glutamic acid γ-benzyl ester

(S)-5-(benzyloxy)-2-bromo-5-oxopentanoic acid

Downstream raw materials:

5-benzyl 1-tert-butyl 2-(11-(2-tert-butoxy-2-oxoethyl)-1,4,8,11-tetraazabicyclo[6.6.2]hexadecan-4-yl)pentanedioate