(2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone

Base Information

• Chemical Name: (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone
• CAS No.: 105229-64-9
• Molecular Formula: C₂₄H₂₈N₂O₇
• Molecular Weight: 456.496

Synonyms:(2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone

Chemical Property of (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone

Chemical Property:

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Technology Process of (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone

There total 2 articles about (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone 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: 68.0%

diglycolyl chloride (21062-20-4) + methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone (105229-64-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/jo00376a022

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone (105229-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: (C₂H₅)3N / CH₂Cl₂

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)98674-X

Reference yield: 56.0%

(2S,10S)-2,10-dibenzyl-1,11-dimethoxy-6-oxa-3,9-diazaundecane-1,4,8,11-tetrone (105229-64-9) → (2S,10S)-(+)-3,9-diaza-2,10-dibenzyl-6-oxaundecane-1,11-diol (103747-99-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1021/jo00376a022

upstream raw materials:

diglycolyl chloride

methyl (2S)-2-amino-3-phenylpropanoate

L-phenylalanine

Downstream raw materials:

(2S,10S)-(+)-3,9-diaza-2,10-dibenzyl-6-oxaundecane-1,11-diol

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