(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane
CAS No.:858346-32-4
Molecular Formula:C₆₂H₈₄O₁₀SSi
Molecular Weight:1049.49
Hs Code.:

(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-<i>b</i>]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-<i>tert</i>-butyl-dimethyl-silane

Synonyms:(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

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Chemical Property of (7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

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Technology Process of (7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

There total 14 articles about (7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane 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:

: 131310-58-2
(2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 858346-32-4
(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 13 steps

1.1: 100 percent / benzene / 20 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 20 °C

3.1: 92 percent / PPTS / CH₂Cl₂ / 0 - 20 °C

4.1: 95 percent / H₂ / Pd/C / methanol / 20 °C

5.1: 100 percent / PPTS / benzene / Heating

6.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

7.1: Zn-Cu; DMA / benzene / 1 h / Heating

7.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

8.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

8.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

9.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

10.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

11.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

12.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

13.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-chloro-succinimide; 2,6-di-tert-butyl-4-methylpyridine; tributylphosphine; dimethylsulfide borane complex; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 1.1: Wittig reaction;
DOI:10.1021/ja051171c

Reference yield:

: 350045-95-3
(E)-3-[(2R,3R)-3-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-methyl-oxiranyl]-acrylic acid methyl ester

: 858346-32-4
(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: 92 percent / PPTS / CH₂Cl₂ / 0 - 20 °C

2.1: 95 percent / H₂ / Pd/C / methanol / 20 °C

3.1: 100 percent / PPTS / benzene / Heating

4.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

5.1: Zn-Cu; DMA / benzene / 1 h / Heating

5.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

6.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

6.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

7.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

8.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

9.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

10.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

11.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-chloro-succinimide; 2,6-di-tert-butyl-4-methylpyridine; tributylphosphine; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja051171c

Reference yield:

: 350045-96-4
(E)-3-((2R,4aR,6S,7R,8aS)-7-Hydroxy-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acrylic acid methyl ester

: 858346-32-4
(7-{3-[7-benzyloxy-6-(2-benzyloxy-ethyl)-2,6,8a-trimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-2-methyl-3-phenylsulfanyl-propyl}-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / H₂ / Pd/C / methanol / 20 °C

2.1: 100 percent / PPTS / benzene / Heating

3.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.1: Zn-Cu; DMA / benzene / 1 h / Heating

4.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

5.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

6.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

7.1: 56 percent / aq. AcOH / tetrahydrofuran / 3 h / 20 °C

8.1: 90 percent / Bu₃P / dimethylformamide / 2 h / 0 - 20 °C

9.1: NCS / CCl₄; CH₂Cl₂ / 0.5 h / 20 °C

10.1: 146 mg / DTBMP; AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -10 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-chloro-succinimide; 2,6-di-tert-butyl-4-methylpyridine; tributylphosphine; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja051171c