Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

Base Information

Chemical Name:Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester
CAS No.:279684-95-6
Molecular Formula:C₁₆H₂₂O₄Si
Molecular Weight:306.434
Hs Code.:

Synonyms:Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

Suppliers and Price of Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

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Technology Process of Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

There total 3 articles about Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl 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: 100.0%

: 65-85-0,8013-63-6
benzoic acid

: 279684-66-1
(3S,4R,5S)-1-(trimethylsilyl)-4,5-epoxyhex-1-yn-3-ol

: 279684-95-6
Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

Guidance literature:: With titanium(IV) isopropylate; In benzene; at 70 ℃; for 0.5h;
DOI:10.1021/ja994229u

Reference yield:

: 53723-96-9
(2E)-6-(trimethylsilyl)hex-2-en-5-yn-4-one

: 279684-95-6
Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / BH₃-SMe₂; (R)-2-methyl-CBS-oxazaborolidine / tetrahydrofuran / 3.5 h / -45 °C

2: 76 percent / cumene hydroperoxide; Ti(O-i-Pr)4; L-(+)-diisopropyl tartrate / CH₂Cl₂ / 5.5 h / -30 °C

3: 100 percent / Ti(O-i-Pr)4 / benzene / 0.5 h / 70 °C

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; benzene; 1: Reduction / 2: Epoxidation / 3: Addition;
DOI:10.1021/ja994229u

Reference yield:

: (R)-1-(trimethylsilyl)hex-4-en-1-yn-3-ol

: 279684-95-6
Benzoic acid (1R,2S,3S)-2,3-dihydroxy-1-methyl-5-trimethylsilanyl-pent-4-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / cumene hydroperoxide; Ti(O-i-Pr)4; L-(+)-diisopropyl tartrate / CH₂Cl₂ / 5.5 h / -30 °C

2: 100 percent / Ti(O-i-Pr)4 / benzene / 0.5 h / 70 °C

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; In dichloromethane; benzene; 1: Epoxidation / 2: Addition;
DOI:10.1021/ja994229u