(1S,2R,3S,5R,6S,7R)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

Base Information

Chemical Name:(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene
CAS No.:404949-82-2
Molecular Formula:C₂₀H₁₈O₂
Molecular Weight:290.362
Hs Code.:

(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0<sup>2,6</sup>]-dec-8-ene

Synonyms:(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

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Chemical Property of (1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

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Technology Process of (1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

There total 4 articles about (1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene 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: 90.0%

: (1S*,2R*,3R*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-en-3-ol

: 404949-82-2
(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

Guidance literature:: With dichloro-acetic acid; sodium cyanoborohydride; In 2,2,2-trifluoroethanol; at -25 - -20 ℃; for 1h;
DOI:10.1016/S0040-4020(01)00889-4

Reference yield:

: 591-51-5
phenyllithium

: 404949-82-2
(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrahydrofuran; diethyl ether; cyclohexane / 0.5 h / -90 °C

2: 90 percent / NaBH₃CN; Cl₂CHCO₂H / 2,2,2-trifluoro-ethanol / 1 h / -25 - -20 °C

With dichloro-acetic acid; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; 2,2,2-trifluoroethanol; cyclohexane;
DOI:10.1016/S0040-4020(01)00889-4

Reference yield:

: (R)-((1S,2S,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-phenyl-methanol

: 404949-82-2
(1S*,2R*,3S*,5R*,6S*,7R*)-4,10-dioxa-3,5-diphenyltricyclo[5.2.1.0^2,6]-dec-8-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / molecular sieves; NMO; TPAP / CH₂Cl₂ / 3 h / 20 °C

2: 85 percent / tetrahydrofuran; diethyl ether; cyclohexane / 0.5 h / -90 °C

3: 90 percent / NaBH₃CN; Cl₂CHCO₂H / 2,2,2-trifluoro-ethanol / 1 h / -25 - -20 °C

With dichloro-acetic acid; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; 2,2,2-trifluoroethanol; cyclohexane;
DOI:10.1016/S0040-4020(01)00889-4