(+/-)-pyrenolide B

Base Information

Chemical Name:(+/-)-pyrenolide B
CAS No.:97466-68-7
Molecular Formula:C₁₀H₁₂O₃
Molecular Weight:180.203
Hs Code.:

Synonyms:

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Chemical Property of (+/-)-pyrenolide B

Chemical Property:

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Technology Process of (+/-)-pyrenolide B

There total 23 articles about (+/-)-pyrenolide B 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: 79.0%

: 7,8,9,10-tetrahydro-7-hydroxy-10-methyl-2H-oxecine-2,5(6H)-dione

: 97466-68-7,76353-68-9
(+/-)-pyrenolide B

Guidance literature:: With Burgess Reagent; In acetonitrile; at 60 ℃; for 24h;
DOI:10.1002/hlca.19950780313

Reference yield: 22.0%

: 13-<(tert-butyl)dimethylsilyloxy>-10-methyl-1,4,9-trioxaspiro<4.9>tetradec-6-en-8-one

: 97466-68-7,76353-68-9
(+/-)-pyrenolide B

Guidance literature:: With trifluoroacetic acid; for 72h;
DOI:10.1002/hlca.19950780313

Reference yield:

: 21428-54-6
1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

: 97466-68-7,76353-68-9
(+/-)-pyrenolide B

Guidance literature:: Multi-step reaction with 13 steps

1: 86 percent / triethylamine / Ambient temperature

2: HC(OMe)3 / TsOH / 1.5 h / Heating

3: chlorotrimethylsilane / CH₂Cl₂ / 2 h / Ambient temperature

4: 84 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / Ambient temperature

5: NaBH₄ / methanol; tetrahydrofuran / 0 °C

6: Na-Hg, Na₂HPO₄

7: 85 percent / PPTS / benzene / temperature lower than 40 deg C

8: m-CPBA / diethyl ether; H₂O / 5 h / 0 °C

9: Pb(OAc)4 / benzene / 4 h / Ambient temperature

10: 91 percent / NaBH₄

11: PPTS / H₂O; acetone / 3 h / Heating

12: MsCl, Et₃N / CH₂Cl₂ / 24 h / 0 °C

13: 430 °C / 1 Torr

With lead(IV) acetate; sodium tetrahydroborate; disodium hydrogenphosphate; chloro-trimethyl-silane; sodium amalgam; pyridinium p-toluenesulfonate; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trimethyl orthoformate; potassium tert-butylate; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)94790-7