25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

Base Information

Chemical Name:25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether
CAS No.:100928-11-8
Molecular Formula:C₃₇H₆₄O₃Si
Molecular Weight:584.999
Hs Code.:

25,25-(ethylenedioxy)-27-norvitamin D<sub>3</sub> triisopropylsilyl ether

Synonyms:25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

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Chemical Property of 25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

Chemical Property:

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Technology Process of 25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

There total 16 articles about 25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether 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:

: 84985-78-4
(4R,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-4-((R,Z)-1-hydroxy-2-((S)-5-hydroxy-2-methylenecyclohexylidene)ethyl)-7a-methyloctahydro-1H-inden-4-ol

: 100928-11-8
25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

Guidance literature:: Multi-step reaction with 11 steps

1: 83.3 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

2: 1.) Pb(OAc)4, 2.) NaAlH₂(OCH₂CH₂OCH₃)2 / 1.) CH₂Cl₂, -15 deg C, 15 min, 2.) toluene, RT, 2 h

3: 93 percent / imidazole / CH₂Cl₂; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h

4: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, pyridine, CH₂Cl₂, -78 deg C, 1 h, 2.) RT, 12 h

5: 95 percent / pyridine / 2 h / 0 °C

6: 94 percent / NaI / acetone / 15 h / Heating

7: 1.) t-BuLi, CuC₂C(CH₃)2OCH₃ / 1.) pentane, -80 deg C, 2.5 h, 2.) Et₂O, -80 deg C, 15 min

8: 48percent aq. HF / acetonitrile / 3 h

9: 80 percent / p-toluenesulfonic acid / 24 h / Ambient temperature

10: 90 percent / pyridinium dichromate, pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h / Ambient temperature

11: 1.) n-BuLi / 1.) hexane, THF, -70 deg C, 30 min, 2.) THF, -70 deg C, 1 h

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; hydrogen fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00358a019

Reference yield:

: 100928-00-5
3β-O-(triisopropylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D2

: 100928-11-8
25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Pb(OAc)4, 2.) NaAlH₂(OCH₂CH₂OCH₃)2 / 1.) CH₂Cl₂, -15 deg C, 15 min, 2.) toluene, RT, 2 h

2: 93 percent / imidazole / CH₂Cl₂; dimethylformamide / 1.) RT, 15 h, 2.) 45 deg C, 20 h, 3.) 80 deg C, 6 h

3: 1.) ozone, 2.) NaBH₄ / 1.) MeOH, pyridine, CH₂Cl₂, -78 deg C, 1 h, 2.) RT, 12 h

4: 95 percent / pyridine / 2 h / 0 °C

5: 94 percent / NaI / acetone / 15 h / Heating

6: 1.) t-BuLi, CuC₂C(CH₃)2OCH₃ / 1.) pentane, -80 deg C, 2.5 h, 2.) Et₂O, -80 deg C, 15 min

7: 48percent aq. HF / acetonitrile / 3 h

8: 80 percent / p-toluenesulfonic acid / 24 h / Ambient temperature

9: 90 percent / pyridinium dichromate, pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h / Ambient temperature

10: 1.) n-BuLi / 1.) hexane, THF, -70 deg C, 30 min, 2.) THF, -70 deg C, 1 h

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; hydrogen fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00358a019

Reference yield:

: 126-39-6
2-ethyl-2-methyl-1,3-dioxolane

: 100928-11-8
25,25-(ethylenedioxy)-27-norvitamin D₃ triisopropylsilyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / p-toluenesulfonic acid / 24 h / Ambient temperature

2: 90 percent / pyridinium dichromate, pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h / Ambient temperature

3: 1.) n-BuLi / 1.) hexane, THF, -70 deg C, 30 min, 2.) THF, -70 deg C, 1 h

With dipyridinium dichromate; n-butyllithium; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1021/jo00358a019