(1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

Base Information

Chemical Name:(1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol
CAS No.:75670-54-1
Molecular Formula:C₈H₁₂O₂
Molecular Weight:140.182
Hs Code.:

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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 (1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

Chemical Property:

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Technology Process of (1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

There total 1 articles about (1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol 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:

: 82679-41-2,82679-42-3
(1S,4S)-2-Hydroxy-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (S)-1,2,2-trimethyl-propyl ester

: 1517-67-5
(S)-3,3-dimethylbutan-2-ol

: 75670-54-1,82729-79-1,82729-80-4,116697-44-0,140850-13-1
(1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; 1.) -25 deg C, 0.5 h, 2.) 0 deg C, 2 h;
DOI:10.1021/ja00384a038

Reference yield:

: 75670-54-1,82729-79-1,82729-80-4,116697-44-0,140850-13-1
(1S,4S)-2-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-ol

: 20350-15-6
(+)-brefeldin A

Guidance literature:: Multi-step reaction with 16 steps

1: 10.5 g / sodium periodate, disodium hydrogen phosphate / ethanol / 2.5 h / Ambient temperature

2: 1.) 30percent hydrogen peroxide, sodium hydroxide, 3.) activated manganese dioxide

3: 54 percent / tetrahydrofuran / 2 h / -90 - -80 °C

4: 1.) L-Selectride, 2.) 30percent hydrogen peroxide, 3 N sodium hydroxide, 3.) p-toluenesulfonic acid

5: 67 percent / silver oxide / acetonitrile / 46 h / Heating

6: 98 percent / lithium diisopropylamide / tetrahydrofuran

7: 89 percent / diisobutylaluminium hydride / toluene / 2.5 h / -110 °C

8: 89 percent / tetrahydrofuran / -35 °C

9: 100 percent / acetic acid / H₂O / 4 h / Ambient temperature

10: 98 percent / lithium hydroxide monohydrate / H₂O; methanol / 24 h / 25 °C

11: triethylamine / CH₂Cl₂ / 2 h

12: 51 percent / xylene / 11 h / Heating

13: 72 percent / N-chlorosuccinimide, silver nitrate / acetonitrile; H₂O / 1.) -5 deg C, 0.5 h, 2.) room temperature, 1 h

14: 95 percent / sodium borohydride / methanol / 0.75 h / -110 °C

15: acetonitrile; pentane / 15 h / Ambient temperature

16: 16.1 mg / anhydrous sodium iodide, chlorotrimethylsilane / acetonitrile / 3.25 h

With manganese(IV) oxide; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; N-chloro-succinimide; chloro-trimethyl-silane; dihydrogen peroxide; L-Selectride; diisobutylaluminium hydride; toluene-4-sulfonic acid; silver nitrate; acetic acid; triethylamine; sodium iodide; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; xylene; pentane;
DOI:10.1021/ja00384a038