3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

Base Information

Chemical Name:3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one
CAS No.:314242-17-6
Molecular Formula:C₃₇H₄₆O₅Si
Molecular Weight:598.855
Hs Code.:

3a-[2-benzyloxy-4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3a<i>H</i>-benzo[1,3]dioxol-4-one

Synonyms:3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

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Chemical Property of 3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

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Technology Process of 3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

There total 22 articles about 3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-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: 82.0%

: 314242-44-9
(3aR,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-4-one

: 314242-17-6
3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

Guidance literature:: (3aR,7aR)-3a-[(S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-4-one; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - -40 ℃; for 0.5h;

With Allyl chloroformate; at -78 ℃;

With palladium diacetate; In acetonitrile; for 15h;
DOI:10.1016/S0040-4039(00)01479-9

Reference yield:

: 314242-20-1
(3aS,4S,7aR)-2,2-Dimethyl-3a-prop-2-ynyl-hexahydro-benzo[1,3]dioxol-4-ol

: 314242-17-6
3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

2.1: 97 percent / H₂; quinoline / Lindlar's catalyst / hexane / 1.17 h

3.1: Hg(OAc)2 / methanol / 1 h

3.2: 80 percent / PdCl₂; LiCl; CuCl₂ / 0.5 h

4.1: diethyl ether / -78 °C

5.1: 98 percent / KH; (n-Bu)4NI / dimethylformamide / 1.5 h / 0 °C

6.1: O₃ / methanol / -78 °C

6.2: 78 percent / NaBH₄ / 1 h / 0 °C

7.1: 98 percent / imidazole / dimethylformamide / 0.42 h

8.1: 98 percent / aq. DDQ / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -78 - 0 °C

10.1: KHMDS / tetrahydrofuran / 0.5 h / -78 - -40 °C

10.2: CH₂=CHCH₂OCOCl / -78 °C

10.3: 82 percent / Pd(OAc)2 / acetonitrile / 15 h

With 1H-imidazole; quinoline; oxalyl dichloride; mercury(II) diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium hexamethylsilazane; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)01479-9

Reference yield:

: 314242-19-8
Acetic acid (1S,2R,3R)-2,3-dihydroxy-2-prop-2-ynyl-cyclohexyl ester

: 314242-17-6
3a-[2-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-butyl]-2,2-dimethyl-7,7a-dihydro-3aH-benzo[1,3]dioxol-4-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: TsOH / benzene / 0.5 h

2.1: K₂CO₃ / methanol / 0.75 h

3.1: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

4.1: 97 percent / H₂; quinoline / Lindlar's catalyst / hexane / 1.17 h

5.1: Hg(OAc)2 / methanol / 1 h

5.2: 80 percent / PdCl₂; LiCl; CuCl₂ / 0.5 h

6.1: diethyl ether / -78 °C

7.1: 98 percent / KH; (n-Bu)4NI / dimethylformamide / 1.5 h / 0 °C

8.1: O₃ / methanol / -78 °C

8.2: 78 percent / NaBH₄ / 1 h / 0 °C

9.1: 98 percent / imidazole / dimethylformamide / 0.42 h

10.1: 98 percent / aq. DDQ / CH₂Cl₂ / 0.5 h / 0 °C

11.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -78 - 0 °C

12.1: KHMDS / tetrahydrofuran / 0.5 h / -78 - -40 °C

12.2: CH₂=CHCH₂OCOCl / -78 °C

12.3: 82 percent / Pd(OAc)2 / acetonitrile / 15 h

With 1H-imidazole; quinoline; oxalyl dichloride; mercury(II) diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium hexamethylsilazane; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)01479-9