endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Base Information

Chemical Name:endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate
CAS No.:82521-96-8
Molecular Formula:C₃₁H₃₄O₃S
Molecular Weight:486.675
Hs Code.:

endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0<sup>2,4</sup>>oct-anti-8-yl tosylate

Synonyms:endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

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Chemical Property of endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

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Technology Process of endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

There total 14 articles about endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate 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: 61.0%

: 82521-92-4
endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>octan-anti-8-ol

: 98-59-9
p-toluenesulfonyl chloride

: 82521-96-8
endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Guidance literature:: In pyridine; at 25 ℃; for 18h;
DOI:10.1021/jo00140a026

Reference yield:

: 1143-91-5
bis(4-methylphenyl)diazomethane

: 82521-96-8
endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Guidance literature:: Multi-step reaction with 9 steps

1: hydroquinone / diethyl ether / Ambient temperature; 2-3 weeks

2: 87 percent / toluene / Heating

3: 100 percent / lithium aluminum hydride / diethyl ether / 10 h / 25 °C

4: 64 percent / chromium trioxide, pyridine

5: 80 percent / diethyl ether / 60 h / Heating

6: 100 percent / H₂ / (Ph₃P)3RhCl / benzene / 120 h / 2280 Torr

7: 67 percent / acetic acid, perchloric acid / 0.03 h / 0 °C

8: 96 percent / lithium aluminum hydride / diethyl ether

9: 61 percent / pyridine / 18 h / 25 °C

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; perchloric acid; hydrogen; acetic acid; hydroquinone; Wilkinson's catalyst; In pyridine; diethyl ether; toluene; benzene;
DOI:10.1021/jo00140a026

Reference yield:

: 82521-66-2
2-bromo-anti-7-tert-butoxynorbornene

: 82521-96-8
endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Guidance literature:: Multi-step reaction with 12 steps

1: 86 percent / copper(I) cyanide / dimethylformamide / 11 h / Heating

2: 45 percent / potassium hydroxide / H₂O / 24 h / Heating

3: 1.) 25percent aq. sodium hydroxide / 1.) HMPA, 25 deg C, 2 h, 2.) HMPA, 25 deg C, 6 h

4: hydroquinone / diethyl ether / Ambient temperature; 2-3 weeks

5: 87 percent / toluene / Heating

6: 100 percent / lithium aluminum hydride / diethyl ether / 10 h / 25 °C

7: 64 percent / chromium trioxide, pyridine

8: 80 percent / diethyl ether / 60 h / Heating

9: 100 percent / H₂ / (Ph₃P)3RhCl / benzene / 120 h / 2280 Torr

10: 67 percent / acetic acid, perchloric acid / 0.03 h / 0 °C

11: 96 percent / lithium aluminum hydride / diethyl ether

12: 61 percent / pyridine / 18 h / 25 °C

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; perchloric acid; hydrogen; copper(l) cyanide; acetic acid; hydroquinone; Wilkinson's catalyst; In pyridine; diethyl ether; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00140a026