1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)-

Base Information

Chemical Name:1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)-
CAS No.:189508-48-3
Molecular Formula:C₁₃H₂₀O₆
Molecular Weight:272.298
Hs Code.:
Mol file:189508-48-3.mol

Synonyms:1,7-Dioxaspiro[5.5]undecane-3,5-diol,diacetate, (3a,5a,6b)- (9CI)

Suppliers and Price of 1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)-

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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 1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)-

Chemical Property:

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Technology Process of 1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)-

There total 9 articles about 1,7-Dioxaspiro5.5undecane-3,5-diol, diacetate, (3.alpha.,5.alpha.,6.beta.)- 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: 97.0%

: 108-24-7
acetic anhydride

: 189508-47-2
(3RS,5SR,6SR)-1,7-dioxaspiro[5.5]undecane-3,5-diol

: 189508-48-3
(3R*,5S*,6S*)-1,7-dioxaspiro[5.5]undecane-3,5-diyl diacetate

Guidance literature:: With dmap; triethylamine; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(97)00671-0

Reference yield: 37.0%

: Acetic acid (3S,5R,6R)-3-acetoxy-1,7-dioxa-spiro[5.5]undec-5-yl ester

: 189508-48-3
[3S*,5R*,6S*]-1,7-dioxaspiro[5.5]undec-3,5-diyl diacetate

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 90h; Heating;
DOI:10.1021/jo971172q

Reference yield:

: 189508-45-0
[5S*,6S*]-1,7-dioxaspiro[5.5]undec-3-en-5-ol

: 189508-48-3
[3S*,5R*,6S*]-1,7-dioxaspiro[5.5]undec-3,5-diyl diacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / m-CPBA, NaOAc / CH₂Cl₂ / 1.) 0 deg C -> room temperature, 2.) room temperature, 72 h

2: 71 percent / LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temperature, 12 h

3: 97 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: 37 percent / CSA / CH₂Cl₂ / 90 h / Heating

With dmap; lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium acetate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo971172q