(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

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Chemical Name:(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane
CAS No.:137226-45-0
Molecular Formula:C₂₆H₃₆N₂O₈
Molecular Weight:504.58
Hs Code.:

Synonyms:(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

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Chemical Property of (9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

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Technology Process of (9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

There total 4 articles about (9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane 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:

: 134848-93-4
5-oxo-5-(phenylmethoxy)pentyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarboxylate

: 137226-45-0
(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

Guidance literature:: Multi-step reaction with 4 steps

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

2: 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

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:

: (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-5-carboxylic acid 4-((S)-2-benzyloxycarbonylamino-2-carboxy-ethoxycarbonyl)-butyl ester

: 137226-45-0
(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; for 144h; Yield given; Ambient temperature;
DOI:10.1021/jm00099a004

Reference yield:

: 137238-58-5
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(4-carboxy-butyl) ester

: 137226-45-0
(9S,12S,13R)-12-(cyclohexylmethyl)-13-hydroxy-9-<<(phenylmethoxy)carbonyl>amino>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

Guidance literature:: Multi-step reaction with 3 steps

1: 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

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