(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

Base Information

Chemical Name:(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one
CAS No.:502430-32-2
Molecular Formula:C₂₁H₃₆O₅Si
Molecular Weight:396.599
Hs Code.:

Synonyms:(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

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Chemical Property of (5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

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Technology Process of (5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

There total 8 articles about (5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-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:

: 5,5-dimethoxy-hex-2-en-1-ol

: 502430-32-2
(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 0 °C

2.1: (DHQ)2PYR; K₂OsO₄; MeSO₂NH₂ / K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 4 °C

2.2: PPTS / methanol

2.3: NaH / tetrahydrofuran / 0 °C

3.1: aq. HCl / CH₂Cl₂ / 0 °C

3.2: 2,6-lutidine / CH₂Cl₂ / -78 °C

4.1: TBAF / tetrahydrofuran

With hydrogenchloride; potassium osmate(VI); (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydride; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol034035q

Reference yield:

: 29267-46-7
3,3-bismethoxybutyric acid methyl ester

: 502430-32-2
(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: LiAlH₄ / tetrahydrofuran / 0 °C

2.1: PDC; 4 Angstroem molecular sieves / CH₂Cl₂

3.1: NaH / tetrahydrofuran

4.1: DIBAL / CH₂Cl₂ / -78 °C

5.1: NaH / tetrahydrofuran / 0 °C

6.1: (DHQ)2PYR; K₂OsO₄; MeSO₂NH₂ / K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 4 °C

6.2: PPTS / methanol

6.3: NaH / tetrahydrofuran / 0 °C

7.1: aq. HCl / CH₂Cl₂ / 0 °C

7.2: 2,6-lutidine / CH₂Cl₂ / -78 °C

8.1: TBAF / tetrahydrofuran

With hydrogenchloride; potassium osmate(VI); lithium aluminium tetrahydride; dipyridinium dichromate; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); methanesulfonamide; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol034035q

Reference yield:

: 502430-58-2
3,3-dimethoxybityraldehyde

: 502430-32-2
(5S)-(tert-butyl-dimethyl-silanyloxy)-(4S)-methoxy-6-(4-methoxy-benzyloxy)-hexa-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran

2.1: DIBAL / CH₂Cl₂ / -78 °C

3.1: NaH / tetrahydrofuran / 0 °C

4.1: (DHQ)2PYR; K₂OsO₄; MeSO₂NH₂ / K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 4 °C

4.2: PPTS / methanol

4.3: NaH / tetrahydrofuran / 0 °C

5.1: aq. HCl / CH₂Cl₂ / 0 °C

5.2: 2,6-lutidine / CH₂Cl₂ / -78 °C

6.1: TBAF / tetrahydrofuran

With hydrogenchloride; potassium osmate(VI); (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol034035q