1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone

Base Information

• Chemical Name: 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone
• CAS No.: 163389-48-8
• Molecular Formula: C₆₄H₁₀₉NO₁₃Si₂
• Molecular Weight: 1156.74

Synonyms:1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone

Chemical Property of 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone

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Technology Process of 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone

There total 3 articles about 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone 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:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) → 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone (163389-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂

2: 1.) LDA / 1.)THF, -78 deg C

With 2,6-dimethylpyridine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0960-894X(98)00735-5

Reference yield:

sirolimus (53123-88-9) → 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone (163389-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂

2: 1.) LDA / 1.)THF, -78 deg C

With 2,6-dimethylpyridine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0960-894X(98)00735-5

Reference yield:

methyl trifluoromethanesulfonate (333-27-7) + 31,42-bis(triethylsilylether)rapamycin (155435-45-3) → 1-hydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone (163389-48-8)

Guidance literature:

With lithium diisopropyl amide; Yield given; Multistep reaction; 1.)THF, -78 deg C;

DOI:10.1016/S0960-894X(98)00735-5

upstream raw materials:

methyl trifluoromethanesulfonate

31,42-bis(triethylsilylether)rapamycin

triethylsilyl trifluoromethyl sulfonate

sirolimus

Downstream raw materials:

1,14-dihydroxy-19,30-dimethoxy-12-[2-(3-methoxy-4-triethylsilanyloxy-cyclohexyl)-1-methyl-ethyl]-9,15,17,21,23,29,35-heptamethyl-18-triethylsilanyloxy-11,36-dioxa-4-aza-tricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,20-tetraone

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