(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

Base Information

Chemical Name:(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one
CAS No.:99315-79-4
Molecular Formula:C₂₄H₃₀O₃Si
Molecular Weight:394.586
Hs Code.:

Synonyms:(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

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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 (+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

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Technology Process of (+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

There total 11 articles about (+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-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%

: 109917-95-5
2-diphenyl-t-butylsiloxymethyl-6-methoxycarbonyl-3-oxabicyclo<3.3.0>octan-7-one

: 99315-79-4
(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

Guidance literature:: With water; sodium chloride; In dimethyl sulfoxide; at 100 ℃; for 5.5h;

Reference yield:

: 99315-78-3
(2S,3R,4S)-2-diphenyl-t-butylsiloxymethyl-3,4-bis(methoxycarbonylmethyl)tetrahydrofuran

: 99315-79-4
(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

Guidance literature:: With potassium tert-butylate; water; dimethyl sulfoxide; sodium chloride; Yield given. Multistep reaction; 1.) C₆H₆, r.t., 4 h, 2.) 100 deg C, 5.5 h;
DOI:10.1039/c39850000737

Reference yield:

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 99315-79-4
(+)-(1R,2S,5S)-2-diphenyl-t-butylsiloxymethyl-3-oxabicyclo<3.3.0>octan-7-one

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / AlCl₃ / CH₂Cl₂ / 168 h / 55 °C

2: LiBH₄ / tetrahydrofuran / Ambient temperature

3: 85 percent / tosyl chloride, pyridine / CH₂Cl₂ / -15 °C

4: KMnO₄, NaIO₄ / acetone; H₂O

6: 1.) t-BuOK, 2.) DMSO, H₂O, NaCl / 1.) C₆H₆, r.t., 4 h, 2.) 100 deg C, 5.5 h

With pyridine; potassium permanganate; sodium periodate; lithium borohydride; aluminium trichloride; potassium tert-butylate; water; dimethyl sulfoxide; p-toluenesulfonyl chloride; sodium chloride; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1039/c39850000737