(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

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Chemical Name:(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one
CAS No.:681121-44-8
Molecular Formula:C₆₁H₁₁₄O₇SSi₃
Molecular Weight:1075.89
Hs Code.:

(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

Synonyms:(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

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Chemical Property of (S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

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Technology Process of (S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

There total 10 articles about (S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-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: 86.0%

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 681121-43-7
(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl trifluoromethanesulfonate

: 681121-44-8
(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 0.583333h;
DOI:10.1021/jo0303721

Reference yield:

: (Z)-(1R,14R)-15-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-tridecyl]-tetrahydro-furan-2-yl}-pentadec-5-en-1-ol

: 681121-44-8
(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: m-CPBA; Na₂HPO₄ / CH₂Cl₂ / 1.17 h / 20 °C

2: CSA / CH₂Cl₂ / 0.92 h / 20 °C

3: TPAP; 4 Angstroem molecular sieves; NMO / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

4: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 5 h / 20 °C

5: 93 percent / Zn(BH₄)2 / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

6: 98 percent / imidazole / dimethylformamide / 10 h / 20 °C

7: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 1.67 h / 20 °C

8: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / -78 - 20 °C

9: 86 percent / LiHMDS; HMPA / tetrahydrofuran / 0.58 h / -78 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0303721

Reference yield:

: (R)-4-{3-[(R)-9-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-nonyl]-oxiranyl}-1-{(R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-tridecyl]-tetrahydro-furan-2-yl}-butan-1-ol

: 681121-44-8
(S)-dihydro-3-[(2R,10S)-10-[(2S,6R)-tetrahydro-6-[(2R,5R)-tetrahydro-5-[(R)-1-(tert-butyldimethylsilyloxy)tridecyl]furan-2-yl]-2H-pyran-2-yl]-2,10-bis(tert-butyldimethylsilyloxy)decyl]-5-methyl-3-(phenylthio)furan-2(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: CSA / CH₂Cl₂ / 0.92 h / 20 °C

2: TPAP; 4 Angstroem molecular sieves; NMO / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

3: 73 percent / K₂CO₃ / methanol; tetrahydrofuran / 5 h / 20 °C

4: 93 percent / Zn(BH₄)2 / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

5: 98 percent / imidazole / dimethylformamide / 10 h / 20 °C

6: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 1.67 h / 20 °C

7: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / -78 - 20 °C

8: 86 percent / LiHMDS; HMPA / tetrahydrofuran / 0.58 h / -78 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; potassium carbonate; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0303721