(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

Base Information

Chemical Name:(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester
CAS No.:161579-76-6
Molecular Formula:C₃₁H₄₁NO₆
Molecular Weight:523.67
Hs Code.:

Synonyms:(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

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Chemical Property of (19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

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Technology Process of (19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

There total 7 articles about (19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester 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: 73.0%

: 161579-75-5
(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate 19-(O-carboxymethyl)oxime methylester

: 161579-76-6
(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

Guidance literature:: With hydrogenchloride; In methanol; chloroform; at 35 ℃; for 18h;
DOI:10.1016/0039-128X(94)90101-5

Reference yield:

: 74214-19-0
3β-benzoyloxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one

: 161579-76-6
(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / Li(tBuO)3AlH / tetrahydrofuran / 0.5 h / 5 °C

2: 72 percent / TsOH*H₂O / 18 h / 30 °C

3: 82 percent / Zn / 2-methyl-propan-2-ol; H₂O / 1 h / Heating

4: 86 percent / Jones reagent / acetone / 0.08 h / 5 °C

5: 79 percent / pyridine / 20 h / Ambient temperature

6: 71 percent / methanol; diethyl ether

7: 73 percent / conc. HCl / CHCl₃; methanol / 18 h / 35 °C

With hydrogenchloride; jones reagent; toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; zinc; In tetrahydrofuran; pyridine; methanol; diethyl ether; chloroform; water; acetone; tert-butyl alcohol;
DOI:10.1016/0039-128X(94)90101-5

Reference yield:

: 161579-72-2
(20R)-19-hydroxypregn-5-ene-3β,20-diyl 3-benzoate 20-formate

: 161579-76-6
(19E,20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / Jones reagent / acetone / 0.08 h / 5 °C

2: 79 percent / pyridine / 20 h / Ambient temperature

3: 71 percent / methanol; diethyl ether

4: 73 percent / conc. HCl / CHCl₃; methanol / 18 h / 35 °C

With hydrogenchloride; jones reagent; In pyridine; methanol; diethyl ether; chloroform; acetone;
DOI:10.1016/0039-128X(94)90101-5