(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

Base Information

Chemical Name:(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one
CAS No.:195321-31-4
Molecular Formula:C₃₇H₄₀O₈Si
Molecular Weight:640.805
Hs Code.:

Synonyms:(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

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Chemical Property of (3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

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Technology Process of (3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

There total 10 articles about (3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-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: 90.0%

: 195321-37-0
(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-ol

: 195321-31-4
(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 19h; Ambient temperature;
DOI:10.1021/jo971027c

Reference yield:

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 195321-31-4
(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuLi / 1) THF, pentane, -78 deg C, 20 min; 2) THF, pentane, -78 deg C, 1 h, -78 deg C --> rt, 2.5 h

2: 90 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

With manganese(IV) oxide; tert.-butyl lithium; In dichloromethane;
DOI:10.1021/jo971027c

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 195321-31-4
(3R,4S)-1,4-Bis-benzo[1,3]dioxol-5-yl-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-butan-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) dibutylboron triflate, 2.) Et₃N / 1) CH₂Cl₂, 0 deg C; 2) CH₂Cl₂, 0 deg C, 10 min; 3) CH₂Cl₂, -78 deg C, 30 min, 0 deg C, 1 h

2: 82 percent / LiBH₄ / H₂O; diethyl ether; tetrahydrofuran / 1.25 h / 0 °C

3: 87 percent / imidazole / tetrahydrofuran / 5.25 h / Ambient temperature

4: 98 percent / diisopropylethylamine / CH₂Cl₂ / 21 h / Ambient temperature

5: 97 percent / N-methylmorpholine N-oxide, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 5.5 h / Ambient temperature

6: 86 percent / NaIO₄ / tetrahydrofuran; H₂O / 6.5 h / 0 °C

7: 1.) t-BuLi / 1) THF, pentane, -78 deg C, 20 min; 2) THF, pentane, -78 deg C, 1 h, -78 deg C --> rt, 2.5 h

8: 90 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

With 1H-imidazole; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; tert.-butyl lithium; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo971027c