(5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic acid tert-butyl ester
• CAS No.: 906375-48-2
• Molecular Formula: C₂₈H₄₁N₃O₆
• Molecular Weight: 515.65

Synonyms:

Chemical Property of (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic acid tert-butyl ester

There total 7 articles about (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic 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:

(S)-Cyclohexyl-(4-nitro-phenoxycarbonylamino)-acetic acid ethyl ester (367261-52-7) → (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-8-carboxylic acid tert-butyl ester (906375-48-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / Et₃N; imidazole / CHCl₃ / 50 °C

2: aq. LiOH / ethanol

3: EDCI; HOOBt; NMM / CH₂Cl₂; dimethylformamide

4: ADDP; Ph₃P

With 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.05.022

Reference yield:

(S)-[3-(3-Benzyloxy-phenyl)-3-methyl-ureido]-cyclohexyl-acetic acid → (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-8-carboxylic acid tert-butyl ester (906375-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: EDCI; HOOBt; NMM / CH₂Cl₂; dimethylformamide

2: ADDP; Ph₃P

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.05.022

Reference yield:

(S)-[3-(3-Benzyloxy-phenyl)-3-methyl-ureido]-cyclohexyl-acetic acid ethyl ester (367260-22-8) → (5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-8-carboxylic acid tert-butyl ester (906375-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / ethanol

2: EDCI; HOOBt; NMM / CH₂Cl₂; dimethylformamide

3: ADDP; Ph₃P

With 4-methyl-morpholine; lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.05.022

upstream raw materials:

(2S,4R)-1-{(S)-2-[3-(3-Benzyloxy-phenyl)-3-methyl-ureido]-2-cyclohexyl-acetyl}-4-(3-benzyloxy-propoxy)-pyrrolidine-2-carboxylic acid tert-butyl ester

(S)-Cyclohexyl-(4-nitro-phenoxycarbonylamino)-acetic acid ethyl ester

(S)-[3-(3-Benzyloxy-phenyl)-3-methyl-ureido]-cyclohexyl-acetic acid ethyl ester

3-(benzyloxy)-N-methylaniline

Downstream raw materials:

(5S,8S,10R)-5-Cyclohexyl-2-methyl-3,6-dioxo-11,15-dioxa-2,4,7-triaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-8-carboxylic acid

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