Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

Base Information

Chemical Name:Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester
CAS No.:423718-97-2
Molecular Formula:C₃₆H₄₈O₁₁Si
Molecular Weight:684.856
Hs Code.:

Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

Synonyms:Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

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Chemical Property of Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

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Technology Process of Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

There total 1 articles about Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester 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: 72.0%

: 994-30-9
triethylsilyl chloride

: 318464-41-4
14β-hydroxybaccatin III

: 423718-97-2
Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

: C₃₆H₅₀O₁₄Si

Guidance literature:: 14β-hydroxybaccatin III; With periodic acid; In 1,4-dioxane;

triethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1002/1099-0690(20021)2002:2<277::AID-EJOC277>3.0.CO;2-F

Reference yield: 51.0%

: 423718-97-2
Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

: 423176-37-8
C₃₆H₅₀O₁₁Si

Guidance literature:: With sodium cyanoborohydride; In methanol; acetate buffer; at 20 ℃; for 4h;
DOI:10.1002/1099-0690(20021)2002:2<277::AID-EJOC277>3.0.CO;2-F

Reference yield:

: 423718-97-2
Benzoic acid (2aR,4S,4aS,6R,10S,10aR,10bS)-6,10b-diacetoxy-4a,8,8-trimethyl-7-[1-methyl-2-oxo-eth-(E)-ylidene]-5,9-dioxo-4-triethylsilanyloxy-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

: benzoic acid 6,10b-diacetoxy-7-[2-(3-tert-butoxycarbonylamino-2-hydroxy-5-methyl-hexanoyloxy)-1-methyl-ethylidene]-4-hydroxy-4a,8,8-trimethyl-5,9-dioxo-dodecahydro-2-oxa-cyclobuta[3,4]benzo[1,2]cycloocten-10-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 51 percent / NaBH₃CN / methanol; acetate buffer / 4 h / 20 °C

2.1: DCC; DMAP / toluene / 1 h / 20 °C

2.2: 61 percent / Ac₂O; HCl / methanol

With dmap; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In methanol; acetate buffer; toluene;
DOI:10.1002/1099-0690(20021)2002:2<277::AID-EJOC277>3.0.CO;2-F