(20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate

Base Information

• Chemical Name: (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate
• CAS No.: 161579-73-3
• Molecular Formula: C₂₉H₃₆O₅
• Molecular Weight: 464.602
• Mol file: 161579-73-3.mol

Synonyms:(20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate

Chemical Property of (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate

There total 4 articles about (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate 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: 86.0%

(20R)-19-hydroxypregn-5-ene-3β,20-diyl 3-benzoate 20-formate (161579-72-2) → (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate (161579-73-3)

Guidance literature:

With jones reagent; In acetone; at 5 ℃; for 0.0833333h;

DOI:10.1016/0039-128X(94)90101-5

Reference yield:

3β-benzoyloxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one (74214-19-0) → (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate (161579-73-3)

Guidance literature:

Multi-step reaction with 4 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

With jones reagent; toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; zinc; In tetrahydrofuran; water; acetone; tert-butyl alcohol;

DOI:10.1016/0039-128X(94)90101-5

Reference yield:

(20R)-5-bromo-6β,19-epoxy-5α-pregnane-3β,20-diyl 3-benzoate 20-formate (161579-71-1) → (20R)-3β,20-dihydroxypregn-5-en-19-al 3-benzoate 20-formate (161579-73-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 86 percent / Jones reagent / acetone / 0.08 h / 5 °C

With jones reagent; zinc; In water; acetone; tert-butyl alcohol;

DOI:10.1016/0039-128X(94)90101-5

upstream raw materials:

(20R)-19-hydroxypregn-5-ene-3β,20-diyl 3-benzoate 20-formate

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

(20R)-5-bromo-6β,19-epoxy-5α-pregnane-3β,20-diyl 3-benzoate 20-formate

(20R)-5-bromo-6β,19-epoxy-20-hydroxy-5α-pregnan-3β-yl benzoate

Downstream raw materials:

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

(19E)-3β-hydroxy-20-oxopregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester

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

(19E)-3β,17-dihydroxy-20-oxopregn-5-en-19-al 3-benzoate 19-(O-carboxymethyl)oxime methylester