Δ⁹-progesterone

Base Information

• Chemical Name: Δ⁹-progesterone
• CAS No.: 108393-80-2
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.452
• Mol file: 108393-80-2.mol

Synonyms:

Chemical Property of Δ⁹-progesterone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Δ⁹-progesterone

There total 21 articles about Δ⁹-progesterone 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: 46.0%

methylmagnesium bromide (75-16-1) + C24H34O5 (101387-16-0,108355-25-5) → Δ9-progesterone (4085-88-5,17652-16-3,24742-95-8,108393-80-2)

Guidance literature:

In diethyl ether; at 0 ℃; for 0.0833333h;

Reference yield:

C25H38O5 (101387-17-1) → Δ9-progesterone (4085-88-5,17652-16-3,24742-95-8,108393-80-2)

Guidance literature:

With hydrogenchloride; In methanol; Yield given; Heating;

DOI:10.1016/S0040-4039(00)98766-5

Reference yield:

trans-3-(1-hydroxyethyl)-7-methoxy-3aβ-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzindene (2454-00-4,101387-03-5,101387-04-6) → Δ9-progesterone (4085-88-5,17652-16-3,24742-95-8,108393-80-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 99 percent / Huenig base / CH₂Cl₂ / Ambient temperature

2: Li, EtOH, liq.NH₃ / tetrahydrofuran / -78 °C

3: (COOH)2, H₂O / ethanol / Ambient temperature

4: 1.) KN(SiMe₃)2, Et₃B 2.) n-Bu₄NF / 1.) THF, -78 deg C, 2.) THF, room temperature

5: t-BuOK / 2-methyl-propan-2-ol / Ambient temperature

6: 10percent HCl / methanol / Heating

7: Na₂Cr₂O₇, H₂SO₄ / acetone / Ambient temperature

8: 80 percent / CSA / benzene / Heating

9: 40 percent / MCPBA, NaHCO₃ / H₂O; CH₂Cl₂ / 0 °C

10: diethyl ether / Ambient temperature

11: 10percent HCl / methanol / Heating

With hydrogenchloride; sodium dichromate; ethanol; triethyl borane; sulfuric acid; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; water; oxalic acid; lithium; potassium hexamethylsilazane; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; benzene;

DOI:10.1016/S0040-4039(00)98766-5

upstream raw materials:

methylmagnesium bromide

C₂₄H₃₄O₅

C₂₅H₃₈O₅

trans-3-(1-hydroxyethyl)-7-methoxy-3aβ-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzindene