(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester
• CAS No.: 120594-96-9
• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.428

Synonyms:(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester

Chemical Property of (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester

There total 2 articles about (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester 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: 88.0%

Dimethoxymethane (109-87-5) + (E)-(4R,5R)-4-Benzyloxy-5-hydroxy-2,4-dimethyl-hept-2-enoic acid methyl ester (108469-96-1) → (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester (120594-96-9)

Guidance literature:

With phosphorus pentoxide; In chloroform; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89819-7

Reference yield:

(E)-(4R,5R)-4-Benzyloxy-5-formyloxy-2,4-dimethyl-hept-2-enoic acid methyl ester (120595-03-1) → (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester (120594-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

2: 88 percent / P₂O₅ / CHCl₃ / 0.5 h / Ambient temperature

With phosphorus pentoxide; potassium carbonate; In methanol; chloroform;

DOI:10.1016/S0040-4020(01)89819-7

Reference yield: 100.0%

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester (120594-96-9) → (E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-en-1-ol (108469-97-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)89819-7

upstream raw materials:

Dimethoxymethane

(E)-(4R,5R)-4-Benzyloxy-5-hydroxy-2,4-dimethyl-hept-2-enoic acid methyl ester

(E)-(4R,5R)-4-Benzyloxy-5-formyloxy-2,4-dimethyl-hept-2-enoic acid methyl ester

Downstream raw materials:

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-en-1-ol

[(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol

(E)-3-((2S,3S,4R,5R)-4-Benzyloxy-5-ethyl-3-hydroxy-2,4-dimethyl-tetrahydro-furan-2-yl)-acrylic acid ethyl ester

Acetic acid (2S,3S,4S,5R)-4-benzyloxy-5-ethyl-2-((E)-3-hydroxy-propenyl)-2,4-dimethyl-tetrahydro-furan-3-yl ester

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