3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid

Base Information

• Chemical Name: 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid
• CAS No.: 345294-98-6
• Molecular Formula: C₂₈H₃₄O₄
• Molecular Weight: 434.576
• Mol file: 345294-98-6.mol

Synonyms:3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid

Chemical Property of 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid

There total 7 articles about 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid 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:

3-(3-benzyloxy-17β-acetoxyestra-1,3,5(10)-trien-16α-yl)propanoic acid (345294-97-5) → 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid (345294-98-6)

Guidance literature:

With 5percent aq. KOH; In methanol; at 50 ℃; for 3h;

DOI:10.1021/jm000523h

Reference yield:

16α-allyl-3-(benzyloxy)estra-1,3,5(10)-trien-17β-ol (106139-63-3) → 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid (345294-98-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 84 percent / pyridine / 16.5 h / 20 °C

2.1: BH₃*THF / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 2.5 h / 0 - 20 °C

2.2: 81 percent / Et₃NO / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 2 h / 150 °C

3.1: 474 mg / CrO₃; aq. H₂SO₄ / acetone / 0.5 h / 0 °C

4.1: 436 mg / 5percent aq. KOH / methanol / 3 h / 50 °C

With pyridine; chromium(VI) oxide; borane-THF; sulfuric acid; In tetrahydrofuran; methanol; diethylene glycol dimethyl ether; acetone;

DOI:10.1021/jm000523h

Reference yield:

3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16β-ylacetaldehyde → 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoic acid (345294-98-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 25 percent / pyridine / tetrahydrofuran; toluene / 4 h / -78 - 40 °C

2.1: 84 percent / pyridine / 16.5 h / 20 °C

3.1: BH₃*THF / bis-(2-methoxy-ethyl) ether; tetrahydrofuran / 2.5 h / 0 - 20 °C

3.2: 81 percent / Et₃NO / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 2 h / 150 °C

4.1: 474 mg / CrO₃; aq. H₂SO₄ / acetone / 0.5 h / 0 °C

5.1: 436 mg / 5percent aq. KOH / methanol / 3 h / 50 °C

With pyridine; chromium(VI) oxide; borane-THF; sulfuric acid; In tetrahydrofuran; methanol; diethylene glycol dimethyl ether; acetone; toluene;

DOI:10.1021/jm000523h

upstream raw materials:

3-(3-benzyloxy-17β-acetoxyestra-1,3,5(10)-trien-16α-yl)propanoic acid

16α-allyl-3-(benzyloxy)estra-1,3,5(10)-trien-17β-ol

16α-allyl-3-benzyloxyestra-1,3,5(10)-trien-17β-yl acetate

ethyl (3-benzyloxy-17-oxoestra-1,3,5(10)-trien-16α-yl)acetate

Downstream raw materials:

methyl 3-(3-benzyloxy-17β-hydroxyestra-1,3,5(10)-trien-16α-yl)propanoate