16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione

Base Information

• Chemical Name: 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione
• CAS No.: 748185-53-7
• Molecular Formula: C₄₄H₇₁NO₁₂
• Molecular Weight: 806.047

Synonyms:16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione

Chemical Property of 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione

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Technology Process of 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione

There total 5 articles about 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.0^4,8]heptacos-17-ene-2,3,9-trione 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: 56.0%

C62H111NO13Si3 (748185-49-1) → 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.04,8]heptacos-17-ene-2,3,9-trione (748185-53-7)

Guidance literature:

With hydrogen fluoride; In dichloromethane; acetonitrile; at 25 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.06.010

Reference yield:

C62H115NO14Si3 (748185-46-8) → 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.04,8]heptacos-17-ene-2,3,9-trione (748185-53-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Cu(OAc)2; pyridine; O₂ / CH₂Cl₂ / 120 h / 20 °C

2.1: DMAP / CH₂Cl₂ / 144 h / 0 - 25 °C

3.1: (Ph₃P)4Pd / acetonitrile / 96 h / 50 °C

3.2: 30 percent / 16 h / 70 °C

4.1: 56 percent / HF / CH₂Cl₂; acetonitrile / 18 h / 25 °C

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; hydrogen fluoride; oxygen; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2004.06.010

Reference yield:

C63H117NO14Si3 → 16-ethyl-1,13,15-trihydroxy-11-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-22,24-dimethoxy-12,18,20,26-tetramethyl-5-vinyl-10,27-dioxa-4-aza-tricyclo[21.3.1.04,8]heptacos-17-ene-2,3,9-trione (748185-53-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: Pd(OAc)2; 5percent NaHCO₃ / acetonitrile; tetrahydrofuran / 20 h / 0 °C

2.1: i-Bu₂AlH / toluene / 2.3 h / -70 °C

3.1: Cu(OAc)2; pyridine; O₂ / CH₂Cl₂ / 120 h / 20 °C

4.1: DMAP / CH₂Cl₂ / 144 h / 0 - 25 °C

5.1: (Ph₃P)4Pd / acetonitrile / 96 h / 50 °C

5.2: 30 percent / 16 h / 70 °C

6.1: 56 percent / HF / CH₂Cl₂; acetonitrile / 18 h / 25 °C

With pyridine; dmap; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; hydrogen fluoride; oxygen; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

DOI:10.1016/j.tetlet.2004.06.010

upstream raw materials:

C₆₂H₁₁₁NO₁₃Si₃

C₆₂H₁₁₅NO₁₄Si₃

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