(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

Base Information

Chemical Name:(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde
CAS No.:301346-52-1
Molecular Formula:C₁₇H₁₆O₆
Molecular Weight:316.31
Hs Code.:

Synonyms:(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

Chemical Property:

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Technology Process of (1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

There total 8 articles about (1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde 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:

: 301346-51-0
(1S,2R)-4-benzyloxy-3-[2,3-epoxy-1-(4-benzyloxy-3-methoxyphenyl)propoxy]benzaldehyde

: 301346-52-1
(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 6h;
DOI:10.1016/S0040-4039(00)00820-0

Reference yield:

: 1135-24-6,537-98-4
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 301346-52-1
(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: H₂SO₄ / 16 h / 90 °C

2.1: K₂CO₃ / dimethylformamide / 3 h / 160 °C

3.1: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / -10 °C

4.1: AD-mix-β; MeSO2NH2; H2O / 2-methyl-propan-2-ol / 20 h / 0 °C

5.1: NaH / tetrahydrofuran / 1 h / 20 °C

5.2: N-tosylimidazole / tetrahydrofuran / 2 h / 20 °C

6.1: DEAD; PPh₃ / 20 °C

7.1: H₂ / 5 percent Pd/C / ethyl acetate

With lithium aluminium tetrahydride; methanesulfonamide; AD-mix-β; sulfuric acid; water; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Esterification / 2.1: Alkylation / 3.1: Reduction / 4.1: dihydroxylation / 5.1: Metallation / 5.2: Cyclization / 6.1: Etherification / 7.1: Hydrogenolysis;
DOI:10.1016/S0957-4166(00)00234-2

Reference yield:

: 4049-39-2
4-benzyloxy-3-hydroxy-benzaldehyde

: 301346-52-1
(1S,2R)-4-hydroxy-3-[2,3-epoxy-1-(4-hydroxy-3-methoxyphenyl)propoxy]benzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: DEAD; PPh₃ / 20 °C

2: H₂ / 5 percent Pd/C / ethyl acetate

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In ethyl acetate; 1: Etherification / 2: Hydrogenolysis;
DOI:10.1016/S0957-4166(00)00234-2