(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Base Information

Chemical Name:(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one
CAS No.:765300-81-0
Molecular Formula:C₃₃H₅₂O₄Si₂
Molecular Weight:568.944
Hs Code.:

Synonyms:(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

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Chemical Property of (3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

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Technology Process of (3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

There total 15 articles about (3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-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: 83.0%

: 765300-54-7
3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2-methyl-decanoic acid

: 765300-81-0
(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; toluene; at 90 ℃; for 14h;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 765300-81-0
(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2: 83 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

3: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

4: 65 percent / DDQ / CH₂Cl₂ / 5 h / 40 °C

5: 83 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 14 h / 90 °C

With 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; 5: Yamaguchi reaction;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 765300-81-0
(3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 92 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

2.1: 56 percent / BH₃*Me₂S; aq. NaOH; H₂O₂ / tetrahydrofuran; methanol / 12 h / 20 °C

3.1: 98 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

4.1: TiCl₄; TMEDA / CH₂Cl₂ / 0.5 h / 0 °C

4.2: 54 percent / CH₂Cl₂ / 0.5 h / -78 °C

5.1: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 83 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

7.1: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

8.1: 65 percent / DDQ / CH₂Cl₂ / 5 h / 40 °C

9.1: 83 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 14 h / 90 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; dihydrogen peroxide; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; tert-butyl alcohol; 9.1: Yamaguchi reaction;
DOI:10.1016/j.tetasy.2004.06.023