6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone

Base Information

• Chemical Name: 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone
• CAS No.: 740834-72-4
• Molecular Formula: C₅₅H₉₇NO₁₂Si₂
• Molecular Weight: 1020.55

Synonyms:6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone

Chemical Property of 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone

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Technology Process of 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone

There total 2 articles about 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-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: 82.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 24,33-bis-OTBDMS-ascomycin (137071-45-5) → C56H101NO13Si2 (154333-14-9) + 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.01,22]heptacos-10-ene-2,8,21,27-tetraone (740834-72-4)

Guidance literature:

24,33-bis-OTBDMS-ascomycin; With potassium hydroxide; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 0.666667h;

diazomethane; In diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2004.05.028

Reference yield: 74.0%

24,33-bis-OTBDMS-ascomycin (137071-45-5) → 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.01,22]heptacos-10-ene-2,8,21,27-tetraone (740834-72-4) + C55H99NO13Si2 (740834-86-0)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 0.025h;

DOI:10.1016/j.tet.2004.05.028

Reference yield: 71.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.01,22]heptacos-10-ene-2,8,21,27-tetraone (740834-72-4) → C56H100(2)HNO13Si2

Guidance literature:

6-(tert-butyl-dimethyl-silanyloxy)-4-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-9-ethyl-16,20-dihydroxy-15,17-dimethoxy-5,11,13,19-tetramethyl-3-oxa-22-aza-tricyclo[18.6.1.0^1,22]heptacos-10-ene-2,8,21,27-tetraone; With deuteriated sodium hydroxide; In tetrahydrofuran; water-d2; at 20 ℃; for 0.666667h;

diazomethane; In diethyl ether; ethyl acetate; Further stages.;

DOI:10.1016/j.tet.2004.05.028

upstream raw materials:

diazomethane

24,33-bis-OTBDMS-ascomycin

Downstream raw materials:

C₅₆H₁₀₁NO₁₃Si₂

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