Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)

Base Information

Chemical Name:Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)
CAS No.:566898-27-9
Molecular Formula:C₁₂H₂₀O₃
Molecular Weight:212.289
Hs Code.:
Mol file:566898-27-9.mol

Synonyms:Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)

Suppliers and Price of Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)

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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 Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)

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Technology Process of Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI)

There total 7 articles about Naphtho[2,3-c]furan-1,4-diol, dodecahydro-, (1R,3aS,4S,4aR,8aS,9aR)-rel- (9CI) 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: 85.0%

: decahydro-4-hydroxy-naphtho[2,3-c]furan-1(3H)-one

: 557788-94-0,566898-27-9
C₁₂H₂₀O₃

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; at -70 ℃; for 1h;

Reference yield: 85.0%

: (+/-)-(3aR,4R,4aS,8aR,9aS)-4-hydroxy-decahydronaphtho[2,3-c]furan-1(3H)-one

: 566898-27-9
(3aR,4R,4aS,8aR,9aS)-Dodecahydro-naphtho[2,3-c]furan-1,4-diol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; at -70 ℃; for 1h;
DOI:10.1016/S0968-0896(02)00665-X

Reference yield:

: 91632-72-3
4,5,6,7-tetrahydroisobenzofuran

: 566898-27-9
(3aR,4R,4aS,8aR,9aS)-Dodecahydro-naphtho[2,3-c]furan-1,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 49 percent / LiClO₄; 4,4'-thiobis(6-tert-butyl-m-cresol) / diethyl ether / 48 h / 20 °C

2: 98 percent / H₂ / 10 percent Pd/C / ethanol / 5 h / 20 °C / 760 Torr

3: 99 percent / LiN(TMS)2 / tetrahydrofuran / -70 - -40 °C

4: 70 percent / DBU / toluene / 4 h / 80 °C

5: 95 percent / H₂ / PtO₂ / ethanol / 2 h / 20 °C / 760 Torr

6: 85 percent / DIBAL-H / diethyl ether; hexane / 1 h / -70 °C

With Santonox R; hydrogen; lithium perchlorate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; toluene; 1: Diels-Alder reaction;
DOI:10.1016/S0968-0896(02)00665-X