(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

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Chemical Name:(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione
CAS No.:1054633-07-6
Molecular Formula:C₁₈H₃₀N₂O₆
Molecular Weight:370.446
Hs Code.:

Synonyms:(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

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Chemical Property of (7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

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Technology Process of (7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

There total 6 articles about (7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione 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:

: 143508-47-8
(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

: 1054633-07-6
(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;
DOI:10.1021/jm00099a004

Reference yield:

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

: 1054633-07-6
(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

Guidance literature:: Multi-step reaction with 5 steps

1: 53 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: 100 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

3: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

4: N-methylmorpholine, hydroxybenzotriazole (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran / 144 h / Ambient temperature

5: H₂ / 10 percent Pd/C / methanol / 760 Torr

With 4-methyl-morpholine; dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00099a004

Reference yield:

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

: 1054633-07-6
(7R,8S,11S)-11-Amino-8-cyclohexylmethyl-7-hydroxy-1,5-dioxa-9-aza-cyclotetradecane-6,10,14-trione

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: N-methylmorpholine, hydroxybenzotriazole (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran / 144 h / Ambient temperature

4: H₂ / 10 percent Pd/C / methanol / 760 Torr

With 4-methyl-morpholine; dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00099a004