6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

Base Information

Chemical Name:6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one
CAS No.:935248-48-9
Molecular Formula:C₂₅H₄₂O₆Si
Molecular Weight:466.69
Hs Code.:

Synonyms:6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

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Chemical Property of 6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

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Technology Process of 6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

There total 6 articles about 6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-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: 86.0%

: 935248-47-8
9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

: 935248-48-9
6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

Guidance literature:: Otera's catalyst; In hexane; for 3h; Heating;
DOI:10.1021/ja067305j

Reference yield:

: 935248-45-6
(3S)-5-tert-butyldimethylsilyloxy-3-(4-methoxybenzyloxy)-4,4-dimethylpentanal

: 935248-48-9
6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ti(Oi-Pr)4; TiCl₄ / toluene / 0.33 h / -78 °C

1.2: 9.77 g / toluene / 0.5 h / -78 °C

2.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

3.1: 86 percent / Otera's catalyst / hexane / 3 h / Heating

With titanium(IV) isopropylate; titanium tetrachloride; acetic acid; Otera's catalyst; In hexane; toluene; acetonitrile;
DOI:10.1021/ja067305j

Reference yield:

: 861119-09-7
(3S)-3-[(4-methoxyphenyl)methoxy]-2,2-dimethylpent-4-en-1-ol

: 935248-48-9
6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-hydroxy-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 9-BBN dimer / tetrahydrofuran / 20 °C

2.2: 93 percent / aq. H₂O₂; NaOAc / tetrahydrofuran / 6 h / 20 °C

3.1: aq. NaOCl; NaHCO₃ / KBr; TEMPO / CH₂Cl₂ / 0.5 h

4.1: Ti(Oi-Pr)4; TiCl₄ / toluene / 0.33 h / -78 °C

4.2: 9.77 g / toluene / 0.5 h / -78 °C

5.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

6.1: 86 percent / Otera's catalyst / hexane / 3 h / Heating

With titanium(IV) isopropylate; sodium hypochlorite; titanium tetrachloride; sodium hydrogencarbonate; acetic acid; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Otera's catalyst; potassium bromide; In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja067305j