(2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone

Base Information

• Chemical Name: (2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone
• CAS No.: 101946-90-1
• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.417

Synonyms:(2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone

Chemical Property of (2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone

Chemical Property:

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Technology Process of (2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone

There total 6 articles about (2R^*,3S^*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone 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: 83.0%

4,2',6'-tris(methoxymethoxy)chalcone (101946-89-8) → (2R*,3S*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone (101946-90-1)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1248/cpb.33.3134

Reference yield:

2,6-dihydroxylacetophenone (699-83-2) → (2R*,3S*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone (101946-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 29 percent / K₂CO₃ / acetone / 3 h / Heating

2: 73 percent / KOH / ethanol / 3 h / Ambient temperature

3: 83 percent / H₂O₂ (30percent), 2N NaOH / methanol / 2 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide; potassium carbonate; In methanol; ethanol; acetone;

DOI:10.1248/cpb.33.3134

Reference yield:

4-methoxymethoxy-benzaldehyde (6515-21-5) → (2R*,3S*)-1-2'',6''-bis(methoxymethoxy)phenyl-2,3-epoxy-3,4'-methoxymethoxyphenylpropanone (101946-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / KOH / ethanol / 3 h / Ambient temperature

2: 83 percent / H₂O₂ (30percent), 2N NaOH / methanol / 2 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide; In methanol; ethanol;

DOI:10.1248/cpb.33.3134

upstream raw materials:

4,2',6'-tris(methoxymethoxy)chalcone

2,6-dihydroxylacetophenone

4-methoxymethoxy-benzaldehyde

2',6'-bis(methoxymethoxy)acetophenone

Downstream raw materials:

(2R^*,3R^*)-5,4'-dihydroxyflavanonol

(2R^*,3R^*,4S^*)-3,4-diacetoxy-5,4'-dimethoxy flavan

(2R^*,3S^*,4S^*)-5,4'-dimethoxyflavan-3,4-diol

(2R^*,3S^*,4S^*)-3,4,5,4'-tetrahydroxyflavan

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