3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one
CAS No.:618116-87-3
Molecular Formula:C₇₀H₁₁₈O₁₁Si₃
Molecular Weight:1219.96
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-11-[10-(<i>tert</i>-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

There total 11 articles about 3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one 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: 74.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 618116-94-2
3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-8-methoxy-1,3,7,9-tetramethyl-6-oxo-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

: 618116-87-3
3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/ol0352299

Reference yield:

: 157830-71-2
methyl (E,E)-(7S)-8-[(2R,6S)-6-{(2S,3R)-2-methoxy-3-methylpentan-4-on-1-yl}-5,6-dihydro-2H-pyran-2-yl]-7-tert-butyldimethylsilyloxy-4-methylocta-2,4-dienoate

: 618116-87-3
3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / Et₃N; LHDMS / tetrahydrofuran / 1.33 h / -78 °C

2: 87 percent / BF₃*OEt₃ / CH₂Cl₂ / 1.33 h / -78 °C

3: 77 percent / catecholborane / tetrahydrofuran / 26 h / -78 - -20 °C

4: 99 percent / 2,6-di-tert-butylpyridine / 8.5 h / 20 °C

5: 97 percent / NaBH₄ / methanol / 3 h / -20 - 0 °C

6: 79 percent / FeCl₃*SiO₂ / CHCl₃ / 8 h / 20 °C

7: 93 percent / Ba(OH)2 / methanol / 18 h / 40 °C

8: 52 percent / Et₃N; 2,4,6-trichlorobenzoyl chloride; 4-DMAP / toluene / 13 h / 20 °C

9: 40 percent / Ti(OPr-i)4 / CH₂Cl₂ / 84 h / 20 °C

10: 78 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH₂Cl₂ / 2 h / 20 °C

11: 74 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; barium dihydroxide; sodium tetrahydroborate; N-methyl-2-indolinone; 2,6-di-tert-butyl-pyridine; tetrapropylammonium perruthennate; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; silica gel; iron(III) chloride; triethylamine; lithium hexamethyldisilazane; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/ol0352299

Reference yield:

: 157830-72-3
(2E,4E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-[(2R,6S)-6-((2S,3R)-2-methoxy-3-methyl-4-trimethylsilanyloxy-pent-4-enyl)-5,6-dihydro-2H-pyran-2-yl]-4-methyl-octa-2,4-dienoic acid methyl ester

: 618116-87-3
3-(tert-butyl-dimethyl-silanyloxy)-11-[10-(tert-butyl-diphenyl-silanyloxy)-8-methoxy-1,3,7,9-tetramethyl-6-oxo-2-triethylsilanyloxy-decyl]-13,15,17-trimethoxy-6,12,16-trimethyl-10,23-dioxa-bicyclo[17.3.1]tricosa-5,7,21-trien-9-one

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / BF₃*OEt₃ / CH₂Cl₂ / 1.33 h / -78 °C

2: 77 percent / catecholborane / tetrahydrofuran / 26 h / -78 - -20 °C

3: 99 percent / 2,6-di-tert-butylpyridine / 8.5 h / 20 °C

4: 97 percent / NaBH₄ / methanol / 3 h / -20 - 0 °C

5: 79 percent / FeCl₃*SiO₂ / CHCl₃ / 8 h / 20 °C

6: 93 percent / Ba(OH)2 / methanol / 18 h / 40 °C

7: 52 percent / Et₃N; 2,4,6-trichlorobenzoyl chloride; 4-DMAP / toluene / 13 h / 20 °C

8: 40 percent / Ti(OPr-i)4 / CH₂Cl₂ / 84 h / 20 °C

9: 78 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH₂Cl₂ / 2 h / 20 °C

10: 74 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; barium dihydroxide; sodium tetrahydroborate; N-methyl-2-indolinone; 2,6-di-tert-butyl-pyridine; tetrapropylammonium perruthennate; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; silica gel; iron(III) chloride; triethylamine; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/ol0352299