1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

Base Information

Chemical Name:1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate
CAS No.:1264499-26-4
Molecular Formula:C₅₂H₆₈N₄O₁₂
Molecular Weight:941.132
Hs Code.:

Synonyms:1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

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Chemical Property of 1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

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Technology Process of 1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

There total 11 articles about 1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate 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: 84.0%

: 864531-02-2
4-hydroxy-2,6-dioxo-tetrahydro-pyran-4-carboxylic acid tert-butyl ester

: N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[N-{1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)}-γ-aminobutyryl]-spermidine trifluoroacetic acid

: 1264499-26-4
1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201005527

Reference yield:

: 1264499-18-4
N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl]-γ-aminobutyric acid

: 1264499-26-4
1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Molecular sieve; Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201005527

Reference yield:

: 1264499-11-7
3,4-bis(benzyloxy)-N-(3-oxopropyl)-benzamide

: 1264499-26-4
1-{N1-[3,4-bis(benzyloxy)-benzoyl]-N4-[1-((4,4-dimethyl-2,6-dioxocyclohexylidene)-ethyl)-γ-aminobutyryl]-spermidinyl}-2-tert-butyl citrate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / methanol / 1 h / 20 °C / pH 8 / Molecular sieve; Inert atmosphere

2.1: sodium tris(acetoxy)borohydride / methanol / 48 h / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Molecular sieve; Inert atmosphere

With sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201005527