4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

Base Information

Chemical Name:4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal
CAS No.:876017-53-7
Molecular Formula:C₃₄H₄₂O₆
Molecular Weight:546.704
Hs Code.:

Synonyms:4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

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Chemical Property of 4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

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Technology Process of 4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

There total 10 articles about 4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal 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: 96.0%

: 876017-52-6
4-(3'α-benzyloxy-17'-hydroxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

: 108-24-7
acetic anhydride

: 876017-53-7
4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1021/jm0505819

Reference yield:

: 367951-85-7
3α-benzyloxy-5β-estr-15-en-17-one

: 876017-53-7
4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -70 °C

1.2: 40 percent / tetrahydrofuran / 1 h / -70 °C

2.1: 96 percent / pyridine; dimethylaminopyridine / 20 °C

With pyridine; dmap; n-butyllithium; In tetrahydrofuran;
DOI:10.1021/jm0505819

Reference yield:

: 876017-48-0
3-oxo-5β-estrane-17-ethylene ketal

: 876017-53-7
4-(3'α-benzyloxy-17'-acetyloxy-5'β-estr-15'-en-17'-yl)furan-2-carboxyaldehyde ethylene acetal

Guidance literature:: Multi-step reaction with 7 steps

1.1: 3.0 g / NaBH₄ / methanol; tetrahydrofuran / 20 °C

2.1: 78 percent / NaH / toluene / 6 h / Heating

3.1: pyridinium tribromide / tetrahydrofuran / 20 h / 4 °C

4.1: t-BuOK / benzene; dimethylsulfoxide / 20 h / 60 °C

5.1: 3.4 g / pyridinium p-toluenesulfonate; H₂O / acetone

6.1: n-BuLi / tetrahydrofuran / 0.5 h / -70 °C

6.2: 40 percent / tetrahydrofuran / 1 h / -70 °C

7.1: 96 percent / pyridine; dimethylaminopyridine / 20 °C

With pyridine; dmap; sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; water; pyridinium p-toluenesulfonate; sodium hydride; pyridinium hydrobromide perbromide; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetone; toluene; benzene;
DOI:10.1021/jm0505819