4H-Pyran-4-one, 6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro- 2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-, (2R)-

Base Information

Chemical Name:4H-Pyran-4-one, 6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro- 2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-, (2R)-
CAS No.:206255-42-7
Molecular Formula:C34H50O6Si
Molecular Weight:582.853
Hs Code.:

4H-Pyran-4-one,
6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro-
2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-,
(2R)-

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Chemical Property of 4H-Pyran-4-one, 6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro- 2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-, (2R)-

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Technology Process of 4H-Pyran-4-one, 6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro- 2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-, (2R)-

There total 1 articles about 4H-Pyran-4-one, 6-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,1-dimethylethyl]-2,3-dihydro- 2-[(2R,3R)-2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-, (2R)- 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:

: 206255-40-5
6-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethyl-hexane-2,4-dione

: 206255-41-6
(3R,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-pentanal

: (S)-2-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-6-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2,3-dihydro-pyran-4-one

: 206255-42-7
(R)-2-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-6-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2,3-dihydro-pyran-4-one

Guidance literature:: With toluene-4-sulfonic acid; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1021/ja9727631

Reference yield:

: 206255-42-7
(R)-2-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-6-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2,3-dihydro-pyran-4-one

: (2S,4S)-2-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-6-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-3,4-dihydro-2H-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -20 ℃;
DOI:10.1021/ja9727631

Reference yield:

: 206255-42-7
(R)-2-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-6-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-2,3-dihydro-pyran-4-one

: 343601-01-4
[(2S,3S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-3-hydroxy-2-methoxy-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

2: m-CPBA, NaHCO₃ / CH₂Cl₂

3: DMAP / CH₂Cl₂ / -10 °C

4: Dess-Martin periodinane / Ambient temperature

5: 95 percent / SmI₂ / tetrahydrofuran; methanol / -78 °C

6: 90 percent / LDA / tetrahydrofuran / -78 °C

7: Et₃N / CH₂Cl₂ / -10 °C

8: DBU / tetrahydrofuran / Ambient temperature

9: NaBH₄, CeCl₃*7H₂O / methanol / -20 °C

With dmap; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja9727631