15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone

Base Information

• Chemical Name: 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone
• CAS No.: 1053245-61-6
• Molecular Formula: C₅₅H₉₇NO₁₁Si₂
• Molecular Weight: 1004.55
• Mol file: 1053245-61-6.mol

Synonyms:15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone

Chemical Property of 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone

There total 1 articles about 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,4,11,17-tetraone 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: 37.0%

24,33-bis-OTBDMS-ascomycin (137071-45-5) → 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,4,11,17-tetraone (1053509-37-7) + 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,4,11,17-tetraone (1053245-61-6) + 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-3,4,11,17-tetraone + 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-3,4,11,17-tetraone

Guidance literature:

With 1H-imidazole; triphenylphospine diiodide; In acetonitrile; for 15h; Heating;

DOI:10.1055/s-1999-3096

Reference yield: 68.0%

15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,4,11,17-tetraone (1053245-61-6) → 15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,3,4,11,17-pentaone

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1055/s-1999-3096

Reference yield:

15-(tert-butyl-dimethyl-silanyloxy)-13-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-18-ethyl-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,4,11,17-tetraone (1053245-61-6) → (E)-(1S,10S,13S,14R,15S,18R,22S,24S,25R,26S)-18-Ethyl-3,15-dihydroxy-13-[(E)-2-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.05,10]octacos-19-ene-2,4,11,17-tetraone

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / Dess-Martin periodinane, pyridine / CH₂Cl₂ / 15 h / Ambient temperature

2: 83 percent / HF / acetonitrile / 7 h / Ambient temperature

3: Zn, glacial acetic acid / acetonitrile / Ambient temperature

With pyridine; hydrogen fluoride; Dess-Martin periodane; acetic acid; zinc; In dichloromethane; acetonitrile;

DOI:10.1055/s-1999-3096

upstream raw materials:

24,33-bis-OTBDMS-ascomycin

Downstream raw materials:

(E)-(1S,10S,13S,14R,15S,18R,22S,24S,25R,26S)-18-Ethyl-15-hydroxy-13-[(E)-2-((1R,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-vinyl]-24,26-dimethoxy-1,14,20,22-tetramethyl-12,28-dioxa-5-aza-tricyclo[23.2.1.0^5,10]octacos-19-ene-2,3,4,11,17-pentaone