17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-trione

Base Information

• Chemical Name: 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-trione
• CAS No.: 748185-43-5
• Molecular Formula: C₄₅H₇₃NO₁₂
• Molecular Weight: 820.074

Synonyms:17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-trione

Chemical Property of 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-trione

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Technology Process of 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-trione

There total 7 articles about 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacos-18-ene-2,3,10-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: 85.0%

C63H113NO13Si3 (748185-40-2) → 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.04,9]octacos-18-ene-2,3,10-trione (748185-43-5)

Guidance literature:

With hydrogen fluoride; In dichloromethane; acetonitrile; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.06.010

Reference yield:

C61H113NO14Si3 (748185-37-7) → 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.04,9]octacos-18-ene-2,3,10-trione (748185-43-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 53 percent / tetrahydrofuran / 20 h / -78 - -20 °C

2: Cu(OAc)2; pyridine; O₂ / CH₂Cl₂ / 96 h / 20 °C

3: DMAP / pyridine; CH₂Cl₂ / 3 h / 0 °C

4: 72 percent / (Ph₃P)4Pd / acetonitrile / 2 h / 20 °C

5: 85 percent / HF / CH₂Cl₂; acetonitrile / 18 h / 20 °C

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

DOI:10.1016/j.tetlet.2004.06.010

Reference yield:

C63H115NO14Si3 → 17-ethyl-1,14,16-trihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-5-vinyl-11,28-dioxa-4-aza-tricyclo[22.3.1.04,9]octacos-18-ene-2,3,10-trione (748185-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / pyridine; CH₂Cl₂ / 3 h / 0 °C

2: 72 percent / (Ph₃P)4Pd / acetonitrile / 2 h / 20 °C

3: 85 percent / HF / CH₂Cl₂; acetonitrile / 18 h / 20 °C

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

DOI:10.1016/j.tetlet.2004.06.010

upstream raw materials:

C₆₃H₁₁₃NO₁₃Si₃

C₆₁H₁₁₃NO₁₄Si₃

C₆₃H₁₁₇NO₁₄Si₃

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