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

Base Information

Chemical Name:4-(tert-butyl-diphenyl-silanyloxy)-6-[4-hydroxy-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-tetrahydropyran-2-one
CAS No.:935248-50-3
Molecular Formula:C₃₅H₄₆O₆Si
Molecular Weight:590.832
Hs Code.:

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

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

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

There total 7 articles about 4-(tert-butyl-diphenyl-silanyloxy)-6-[4-hydroxy-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-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: 69.0%

: 935248-49-0
6-[4-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-4-[(1,1-dimethyl-ethyl)-diphenyl-silanyloxy]-tetrahydropyran-2-one

: 935248-50-3
4-(tert-butyl-diphenyl-silanyloxy)-6-[4-hydroxy-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-tetrahydropyran-2-one

Guidance literature:: With acetic acid; In water; at 20 ℃; for 11h; Inert atmosphere;
DOI:10.1002/chem.201002932

Reference yield:

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

: 935248-50-3
4-(tert-butyl-diphenyl-silanyloxy)-6-[4-hydroxy-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / Otera's catalyst / hexane / 3 h / Heating

2: imidazole / dimethylformamide / 3 h / 50 °C

3: 3.4 g / AcOH / H₂O / 11 h / 20 °C

With 1H-imidazole; acetic acid; Otera's catalyst; In hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja067305j

Reference yield:

: 935248-43-4
(3S)-1-tert-butyldimethylsilyloxy-3-(4-methoxybenzyloxy)-2,2-dimethylpent-4-ene

: 935248-50-3
4-(tert-butyl-diphenyl-silanyloxy)-6-[4-hydroxy-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 9-BBN dimer / tetrahydrofuran / 20 °C

1.2: 93 percent / aq. H₂O₂; NaOAc / tetrahydrofuran / 6 h / 20 °C

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

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

3.2: 9.77 g / toluene / 0.5 h / -78 °C

4.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

5.1: 86 percent / Otera's catalyst / hexane / 3 h / Heating

6.1: imidazole / dimethylformamide / 3 h / 50 °C

7.1: 3.4 g / AcOH / H₂O / 11 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium hypochlorite; titanium tetrachloride; sodium hydrogencarbonate; acetic acid; dimeric 9-borabicyclo[3.3.1]nonane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Otera's catalyst; potassium bromide; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja067305j