16-ene-1α,15α,25-trihydroxyvitamin D3

Base Information

Chemical Name:16-ene-1α,15α,25-trihydroxyvitamin D3
CAS No.:1305339-92-7
Molecular Formula:C₂₇H₄₂O₄
Molecular Weight:430.628
Hs Code.:

Synonyms:16-ene-1α,15α,25-trihydroxyvitamin D3

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Chemical Property of 16-ene-1α,15α,25-trihydroxyvitamin D3

Chemical Property:

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Technology Process of 16-ene-1α,15α,25-trihydroxyvitamin D3

There total 13 articles about 16-ene-1α,15α,25-trihydroxyvitamin D3 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:

: 1305340-02-6
16-ene-3-O-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-15α,25-bis(methoxymethoxy)vitamin D3

: 1305339-92-7
16-ene-1α,15α,25-trihydroxyvitamin D3

Guidance literature:: With (1S)-10-camphorsulfonic acid; In methanol; at 0 - 20 ℃; for 12.5h; Inert atmosphere;
DOI:10.1021/ol200828s

Reference yield:

: 1181662-05-4
(1S,2S,6S,7Z,8S,9R)-2-[(tert-butyldimethylsilyl)oxy]-8,9-epoxy-7-ethylidene-6-methylbicyclo[4.3.0]nonane

: 1305339-92-7
16-ene-1α,15α,25-trihydroxyvitamin D3

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C

1.3: 20 h / -78 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 80 °C / Inert atmosphere

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 - 20 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / toluene / 3.5 h / 80 °C / Inert atmosphere

7.1: (1S)-10-camphorsulfonic acid / methanol / 12.5 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; magnesium; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol200828s

Reference yield:

: 1181662-09-8
(1S,5S,6S,7S)-5-[(tert-butyldimethylsilyl)oxy]-9-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-1-methylbicyclo[4.3.0]non-8-en-7-ol

: 1305339-92-7
16-ene-1α,15α,25-trihydroxyvitamin D3

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 80 °C / Inert atmosphere

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 - 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / toluene / 3.5 h / 80 °C / Inert atmosphere

6.1: (1S)-10-camphorsulfonic acid / methanol / 12.5 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol200828s