(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

Base Information

Chemical Name:(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane
CAS No.:135912-89-9
Molecular Formula:C₃₆H₅₄N₄O₁₀
Molecular Weight:702.846
Hs Code.:

(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8-<N-<(1,1-dimethylethoxy)carbonyl>-L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

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Chemical Property of (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

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Technology Process of (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

There total 7 articles about (8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-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:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1054620-65-3
(6R,7S,10S)-10-Amino-7-cyclohexylmethyl-6-hydroxy-3-morpholin-4-ylmethyl-1,4-dioxa-8-aza-cyclotridecane-5,9,13-trione

: 135912-89-9,135970-89-7,135970-90-0
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃; Yield given;
DOI:10.1021/jm00099a004

Reference yield:

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

: 135912-89-9,135970-89-7,135970-90-0
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

2: 75 percent / alumina / diethyl ether

3: 56 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

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

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

6: trifluoroacetic acid (TFA), dimethylsulfide (DMS) / Ambient temperature

7: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 - 20 °C

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

Reference yield:

: 135912-85-5
(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-tert-butyl ester 5-oxiranylmethyl ester

: 135912-89-9,135970-89-7,135970-90-0
(8S,11S,12R)-11-(cyclohexylmethyl)-12-hydroxy-2-(4-morpholinomethyl)-8--L-phenylalanyl>-5,9,13-trioxo-1,4-dioxa-10-azacyclotridecane

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / alumina / diethyl ether

2: 56 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: trifluoroacetic acid (TFA), dimethylsulfide (DMS) / Ambient temperature

6: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 - 20 °C

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