(2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester

Base Information

• Chemical Name: (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester
• CAS No.: 367257-23-6
• Molecular Formula: C₄₄H₅₉N₅O₁₀
• Molecular Weight: 817.98

Synonyms:(2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester

Chemical Property of (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester

Chemical Property:

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Safty Information:

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Technology Process of (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester

There total 8 articles about (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic 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)-(2-{3-[((7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diaza-tricyclo[14.3.1.17,10]henicosa-1(20),16,18-triene-9-carbonyl)-amino]-2-hydroxy-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester (368871-12-9) → (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester (367257-23-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jm050820s

Reference yield:

2-hydroxy-3-nitrohexanoic acid (367258-42-2) → (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester (367257-23-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 66 percent / H₂; AcOH / Pd/C / 20 h / 20 °C / 3051.17 Torr

2: 89 percent / aq. NaOH / dioxane / 20 °C

3: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

4: aq. HCl / dioxane; ethyl acetate / 0.25 h / 20 °C

5: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

6: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm050820s

Reference yield:

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid (166196-06-1) → (2-{3-[(12-cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carbonyl)amino]-2-oxohexanoylamino}acetylamino)phenylacetic acid tert-butyl ester (367257-23-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

2: aq. HCl / dioxane; ethyl acetate / 0.25 h / 20 °C

3: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

4: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm050820s

upstream raw materials:

(S)-(2-{3-[((7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2,6-dioxa-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carbonyl)-amino]-2-hydroxy-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester

2-hydroxy-3-nitrohexanoic acid

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid

[2-(3-tert-butoxycarbonylamino-2-hydroxy-hexanoylamino)-acetylamino]-phenyl-acetic acid tert-butyl ester

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