3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

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Chemical Name:3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol
CAS No.:1429470-12-1
Molecular Formula:C₃₅H₅₄O₆Si
Molecular Weight:598.896
Hs Code.:

Synonyms:3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

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Chemical Property of 3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

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Technology Process of 3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

There total 10 articles about 3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol 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: 71.0%

: 1429470-04-1
(5R,6S)-6,10,10-trimethyl-5-((2R)-2-methylbut-3-enyl)-9,9-diphenyl-2,4,8-trioxa-9-silaundecane

: 608532-25-8
3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propan-1-ol

: 1429470-12-1
3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 12h; Reflux;
DOI:10.1016/j.tetlet.2013.02.052

Reference yield:

: 1429470-11-0
(2R,4R,5S)-6-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)-2,5-dimethylhexan-1-ol

: 1429470-12-1
3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 2 h / 20 °C

2: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium hexamethylsilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.02.052

Reference yield:

: 101906-25-6
(2R)-benzyl-(2-methylpent-4-ynyl) ether

: 1429470-12-1
3-((4S,5S)-5-((3R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)-3,6-dimethylhept-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran / 3 h / -78 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

3.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -20 °C / Molecular sieve

4.1: copper(l) iodide / diethyl ether / 3 h / -23 °C

4.2: 2 h / 20 °C

5.1: 1H-imidazole / dichloromethane / 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

7.1: lithium; naphthalene / tetrahydrofuran / 0.5 h / -20 °C

8.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 2 h / 20 °C

9.1: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 - 20 °C

10.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Reflux

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; naphthalene; lithium; potassium hexamethylsilazane; D-(-)-diisopropyl tartrate; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 9.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.02.052