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

Base Information

Chemical Name:(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane
CAS No.:137226-55-2
Molecular Formula:C₂₅H₃₄N₂O₈
Molecular Weight:490.554
Hs Code.:

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

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Chemical Property of (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane

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Technology Process of (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane

There total 4 articles about (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane 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:

: 134879-38-2
4-oxo-4-(phenylmethoxy)butyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarboxylate

: 137226-55-2
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane

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 3-((S)-2-benzyloxycarbonylamino-2-carboxy-ethoxycarbonyl)-propyl ester

: 137226-55-2
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane

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:

: 137238-67-6
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(3-carboxy-propyl) ester

: 137226-55-2
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-8-<<(phenylmethoxy)carbonyl>amino>-5,9,13-trioxo-1,6-dioxa-10-azacyclotridecane

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