ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

Base Information

Chemical Name:ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene
CAS No.:1422272-59-0
Molecular Formula:C₂₉H₃₁ClO₈
Molecular Weight:543.013
Hs Code.:

Synonyms:ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

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Chemical Property of ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

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Technology Process of ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

There total 5 articles about ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene 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: 64.0%

: 16763-54-5
ent-1α-O-acetyl-14β-hydroxy-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

: 118-91-2
ortho-chlorobenzoic acid

: 1422272-59-0
ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;
DOI:10.1016/j.ejmech.2012.11.002

Reference yield:

: 331282-94-1
ent-1α,6β-dihydroxy-7,14-isopropylidene ketal-15-oxo-7,20-epoxy-16-kaurene

: 1422272-59-0
ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / 20 °C

2: hydrogenchloride / tetrahydrofuran; water / 20 °C

3: lead(IV) tetraacetate; sodium carbonate / tetrahydrofuran / 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With hydrogenchloride; dmap; lead(IV) tetraacetate; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.ejmech.2012.11.002

Reference yield:

: 28957-04-2,28957-10-0
oridonin

: 1422272-59-0
ent-1α-O-acetyl-14β-O-(o-chlorobenzoyl)-6,7,15-trioxo-7,20-epoxy-6,7-seco-16-kaurene

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / acetone / Reflux

2: dmap / 20 °C

3: hydrogenchloride / tetrahydrofuran; water / 20 °C

4: lead(IV) tetraacetate; sodium carbonate / tetrahydrofuran / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

With hydrogenchloride; dmap; lead(IV) tetraacetate; sodium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/j.ejmech.2012.11.002