(S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid

Base Information

• Chemical Name: (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid
• CAS No.: 371111-04-5
• Molecular Formula: C₄₁H₅₅N₅O₈
• Molecular Weight: 745.916

Synonyms:(S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid

Chemical Property of (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid

Chemical Property:

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Technology Process of (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid

There total 15 articles about (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid 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: 100.0%

(S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1(19),16(20),17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester (371111-03-4) → (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1(19),16(20),17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid (371111-04-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2005.07.033

Reference yield:

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid (166196-06-1) → (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1(19),16(20),17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid (371111-04-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 75 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH₂Cl₂ / -20 °C

2: 98 percent / H₂ / Pd/C / ethanol / 20 °C

3: 81 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH₂Cl₂ / -20 °C

4: 100 percent / HCl / dioxane; ethyl acetate / 20 °C

5: 73 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH₂Cl₂ / -20 °C

6: 46 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

7: 100 percent / trifluoroacetic acid / CH₂Cl₂

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

DOI:10.1016/j.bmcl.2005.07.033

Reference yield:

(3-tert-butoxycarbonylamino-2-hydroxyhexanoylamino)acetic acid benzyl ester (367258-43-3) → (S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1(19),16(20),17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid (371111-04-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / H₂ / Pd/C / ethanol / 20 °C

2: 81 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH₂Cl₂ / -20 °C

3: 100 percent / HCl / dioxane; ethyl acetate / 20 °C

4: 73 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide; CH₂Cl₂ / -20 °C

5: 46 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

6: 100 percent / trifluoroacetic acid / CH₂Cl₂

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

DOI:10.1016/j.bmcl.2005.07.033

upstream raw materials:

(S)-(2-{3-[((3S,6S)-6-Cyclohexyl-5,8-dioxo-4,7-diaza-bicyclo[14.3.1]icosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-3-carbonyl)-amino]-2-oxo-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid

({3-[(tert-butoxycarbonyl)amino]-2-hydroxyhexanoyl}amino)acetic acid

(3-tert-butoxycarbonylamino-2-hydroxyhexanoylamino)acetic acid benzyl ester

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