(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

Base Information

Chemical Name:(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane
CAS No.:134848-89-8
Molecular Formula:C₃₄H₅₁N₅O₉
Molecular Weight:673.807
Hs Code.:

(8S,11S,12R)-11-(cyclohexylmethyl)-8-<<N-<<2-<(2,2-dimethylpropanoyl)amino>ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

Synonyms:(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

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Chemical Property of (8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

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Technology Process of (8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

There total 7 articles about (8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane 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:

: 134849-00-6
(S)-2-[2-(2,2-Dimethyl-propionylamino)-ethoxycarbonylamino]-3-phenyl-propionic acid

: (8S,11S,12R)-8-Amino-11-cyclohexylmethyl-12-hydroxy-1-oxa-4,10-diaza-cyclotridecane-5,9,13-trione

: 134848-89-8
(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

Guidance literature:: With 1-Hydrobenzotriazole monohydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; Yield given;
DOI:10.1021/jm00113a005

Reference yield:

: 34897-61-5
N-(benzyloxycarbonyl)-L-glutamic acid α-t-butyl ester dicyclohexylamine salt

: 134848-89-8
(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / hydrobenzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 - 20 °C

2: 97 percent / 4-(dimethylamino)pyridine (DMAP), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 °C

3: TFA / CH₂Cl₂ / Ambient temperature

4: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h

5: TFA, Me₂S / Ambient temperature

6: benzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 - 20 °C

With dmap; dimethylsulfide; 1-Hydrobenzotriazole monohydrate; diphenyl phosphoryl azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005

Reference yield:

: 121533-54-8
(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

: 134848-89-8
(8S,11S,12R)-11-(cyclohexylmethyl)-8-<ethoxy>carbonyl>-L-phenylalanyl>amino>-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diazacyclotridecane

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 4-(dimethylamino)pyridine (DMAP), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 °C

2: TFA / CH₂Cl₂ / Ambient temperature

3: diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) 0 deg C, 2.) 7.5 deg C, 3 d, 3.) RT, 16 h

4: TFA, Me₂S / Ambient temperature

5: benzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 - 20 °C

With dmap; dimethylsulfide; 1-Hydrobenzotriazole monohydrate; diphenyl phosphoryl azide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a005