(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

Base Information

Chemical Name:(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid
CAS No.:78088-98-9
Molecular Formula:C₂₃H₃₄N₂O₉
Molecular Weight:482.531
Hs Code.:

Synonyms:(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

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Chemical Property of (6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

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Technology Process of (6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

There total 4 articles about (6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid 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: 91.0%

: 78088-97-8
(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (S)-2-tert-butoxycarbonylamino-2-(9,10-dioxo-9,10-dihydro-anthracen-2-ylmethoxycarbonyl)-ethyl ester

: 78088-98-9
(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

Guidance literature:: With 4-methyl-morpholine; cyclohexa-1,4-diene; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; Ambient temperature; overnight;
DOI:10.1021/jo00331a001

Reference yield:

: 1262890-83-4
(S)-benzyl 3-((S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoyloxy)-2-(tert-butoxycarbonylamino)propanoate

: 78088-98-9
(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

Guidance literature:: With 10% palladium on activated carbon; hydrogen; In methanol; ethyl acetate; for 6.05h;
DOI:10.1016/j.tet.2010.11.007

Reference yield:

: 23680-31-1
BOC-O-benzyl-L-serine

: 78088-98-9
(6S,10S)-10-(benzyloxymethyl)-2,2,14,14-tetramethyl-4,9,12-trioxo-3,8,13-trioxa-5,11-diazapentadecane-6-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 48 h / 20 °C / Inert atmosphere

2.1: 10% palladium on activated carbon; hydrogen / methanol; ethyl acetate / 6.05 h

With 10% palladium on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; ethyl acetate; acetonitrile;
DOI:10.1016/j.tet.2010.11.007