3-Nonanone, 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethyl-9-(phenyl methoxy)-, (4R,5S,6S)-

Base Information

Chemical Name:3-Nonanone, 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethyl-9-(phenyl methoxy)-, (4R,5S,6S)-
CAS No.:279227-04-2
Molecular Formula:C25H40O5
Molecular Weight:420.59
Hs Code.:

Synonyms:

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Chemical Property of 3-Nonanone, 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethyl-9-(phenyl methoxy)-, (4R,5S,6S)-

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Technology Process of 3-Nonanone, 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethyl-9-(phenyl methoxy)-, (4R,5S,6S)-

There total 8 articles about 3-Nonanone, 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethyl-9-(phenyl methoxy)-, (4R,5S,6S)- 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: 82.0%

: 185148-95-2
2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-pentanon

: 279227-20-2
(2S)-5-benzyloxy-2-methyl-1-pentanal

: 279227-04-2
(4R,5S,6S)-9-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethylnonan-3-one

Guidance literature:: 2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-pentanon; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.33333h;

(2S)-5-benzyloxy-2-methyl-1-pentanal; In tetrahydrofuran; at -78 ℃; for 1.25h;
DOI:10.1016/S0960-894X(00)00555-2

Reference yield:

: 81678-40-2
(2S)-5-(benzyloxy)-2-methylpentan-1-ol

: 279227-04-2
(4R,5S,6S)-9-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethylnonan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

2: 82 percent / ⁱPr₂NH; BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/1522-2675(200211)85:11<4086::AID-HLCA4086>3.0.CO;2-7

Reference yield:

: 106921-60-2
2,2-dimethyl-3-oxopentanal

: 279227-04-2
(4R,5S,6S)-9-(benzyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-5-hydroxy-2,4,6-trimethylnonan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / triethylborane; CF₃SO₃H; ⁱPrNEt₂ / hexane; CH₂Cl₂ / 2.08 h / -75 - -70 °C

2: 92 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / -75 °C

3: 76 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O / 7 h / 20 °C

4: 56 percent / trimethyl borate; BH₃*Me₂S / tetrahydrofuran / 22 h

5: 93 percent / CF₃COOH / 18 h / 20 °C

6: 82 percent / ⁱPr₂NH; BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

With 2,6-dimethylpyridine; lithium hydroxide; n-butyllithium; Trimethyl borate; triethyl borane; N,N-diethyl-N-isopropylamine; trifluorormethanesulfonic acid; dimethylsulfide borane complex; dihydrogen peroxide; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/1522-2675(200211)85:11<4086::AID-HLCA4086>3.0.CO;2-7