[(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 135970-68-2
• Molecular Formula: C₃₆H₅₅N₅O₉
• Molecular Weight: 701.861
• Mol file: 135970-68-2.mol

Synonyms:

Chemical Property of [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

There total 12 articles about [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 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:

4-(oxiran-2-ylmethyl)morpholine (6270-19-5) → [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (135970-68-2)

Guidance literature:

Multi-step reaction with 8 steps

1: LiN₃ / dimethylformamide

2: H₂ / Pd(OH)2 / methanol

3: EDC, HOBt / CH₂Cl₂

4: 37 percent / EDC, DMAP / CH₂Cl₂

5: TFA / CH₂Cl₂

6: EDC, DMAP*HCl / CHCl₃; tetrahydrofuran / Heating

7: H₂ / Pd-C / ethyl acetate; tetrahydrofuran; methanol

8: EDC, HOBt, NMM / CH₂Cl₂

With 4-methyl-morpholine; dmap; lithium azide; hydrogen; 4-(dimethylamino)pyridine hydrochloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)91716-7

Reference yield:

1-azido-2-hydroxy-3-morpholinopropane (121909-82-8) → [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (135970-68-2)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / Pd(OH)2 / methanol

2: EDC, HOBt / CH₂Cl₂

3: 37 percent / EDC, DMAP / CH₂Cl₂

4: TFA / CH₂Cl₂

5: EDC, DMAP*HCl / CHCl₃; tetrahydrofuran / Heating

6: H₂ / Pd-C / ethyl acetate; tetrahydrofuran; methanol

7: EDC, HOBt, NMM / CH₂Cl₂

With 4-methyl-morpholine; dmap; hydrogen; 4-(dimethylamino)pyridine hydrochloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate;

DOI:10.1016/S0040-4039(00)91716-7

Reference yield:

(2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid (S)-1-[((S)-4-benzyloxycarbonylamino-4-carboxy-butyrylamino)-methyl]-2-morpholin-4-yl-ethyl ester → [(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-12-hydroxy-2-morpholin-4-ylmethyl-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (135970-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC, DMAP*HCl / CHCl₃; tetrahydrofuran / Heating

2: H₂ / Pd-C / ethyl acetate; tetrahydrofuran; methanol

3: EDC, HOBt, NMM / CH₂Cl₂

With 4-methyl-morpholine; hydrogen; 4-(dimethylamino)pyridine hydrochloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate;

DOI:10.1016/S0040-4039(00)91716-7

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

4-(oxiran-2-ylmethyl)morpholine

1-azido-2-hydroxy-3-morpholinopropane

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{(R)-1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-2-morpholin-4-yl-ethyl} ester 3-tert-butyl ester