(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

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Chemical Name:(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one
CAS No.:905732-46-9
Molecular Formula:C₃₂H₅₆O₇Si₂
Molecular Weight:608.963
Hs Code.:

(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

Synonyms:(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

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Chemical Property of (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

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Technology Process of (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

There total 11 articles about (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-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: 95.0%

: 905732-39-0
(2S,3S,4R,5R,6S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-2,4-dimethyl-heptane-1,4-diol

: 905732-46-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; acetonitrile; for 0.5h;
DOI:10.1016/j.tetlet.2006.05.010

Reference yield:

: 373645-82-0
(E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-2-enal

: 905732-46-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 85 percent / i-Pr₂NEt / TiCl₄ / CH₂Cl₂ / 3 h / -78 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

3.1: CSA / CH₂Cl₂; methanol / 8 h / 0 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

5.1: DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

6.1: CSA / CH₂Cl₂; methanol / 0.25 h / 0 °C

6.2: CSA / CH₂Cl₂ / 1 h / 0 - 20 °C

6.3: 80 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C

7.1: 84 percent / OsO₄ / acetone; H₂O / 12 h / 0 - 20 °C

8.1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

8.2: 74 percent / H₂ / Pd/C / ethyl acetate / 5 h

9.1: 95 percent / TPAP; NMO; 4 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / 0.5 h

With 2,6-dimethylpyridine; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; titanium tetrachloride; In methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tetlet.2006.05.010

Reference yield:

: 143680-11-9
(E)-5-Benzyloxy-2,3-dimethyl-2-pentensaeureethylester

: 905732-46-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-{(1R,2S)-1-(tert-butyl-dimethyl-silanyloxy)-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-propyl}-3,5-dimethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: LAH / diethyl ether / 0.17 h / 0 °C

2.1: SO₃-Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

3.1: 85 percent / i-Pr₂NEt / TiCl₄ / CH₂Cl₂ / 3 h / -78 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

5.1: CSA / CH₂Cl₂; methanol / 8 h / 0 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

7.1: DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

8.1: CSA / CH₂Cl₂; methanol / 0.25 h / 0 °C

8.2: CSA / CH₂Cl₂ / 1 h / 0 - 20 °C

8.3: 80 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C

9.1: 84 percent / OsO₄ / acetone; H₂O / 12 h / 0 - 20 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

10.2: 74 percent / H₂ / Pd/C / ethyl acetate / 5 h

11.1: 95 percent / TPAP; NMO; 4 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / 0.5 h

With 2,6-dimethylpyridine; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 4 A molecular sieve; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; titanium tetrachloride; In methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1016/j.tetlet.2006.05.010