dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

Base Information

• Chemical Name: dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate
• CAS No.: 55534-76-4
• Molecular Formula: C₄₄H₆₂N₂O₈
• Molecular Weight: 746.985
• Mol file: 55534-76-4.mol

Synonyms:dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

Chemical Property of dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

There total 2 articles about dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate 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: 71.0%

8-{(2S,5S,6S)-1-[(benzyloxy)carbonyl]-5-hydroxy-6-methylpiperidinyl}octanoic acid (55438-00-1) → dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-12,25-dicarboxylate (55534-76-4)

Guidance literature:

8-{(2S,5S,6S)-1-[(benzyloxy)carbonyl]-5-hydroxy-6-methylpiperidinyl}octanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

With dmap; In toluene; for 36h; Heating;

DOI:10.1021/ol030088w

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione (3463-92-1,3760-91-6) → dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-12,25-dicarboxylate (55534-76-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/ja00836a037

Reference yield: 87.0%

dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-12,25-dicarboxylate (55534-76-4) → (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione (3463-92-1,3760-91-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol;

DOI:10.1021/ol030088w

upstream raw materials:

8-{(2S,5S,6S)-1-[(benzyloxy)carbonyl]-5-hydroxy-6-methylpiperidinyl}octanoic acid

benzyl chloroformate

(1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-3,16-dione

Downstream raw materials:

(1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-3,16-dione