(E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal

Base Information

• Chemical Name: (E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal
• CAS No.: 1197190-12-7
• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.401

Synonyms:(E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal

Chemical Property of (E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal

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Technology Process of (E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal

There total 1 articles about (E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal 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: 100.0%

(E,4R,5R)-7-(4-methoxybenzyloxy)-5-(methoxymethoxy)-4-methylhept-2-ene-1,4-diol (1197190-10-5) → (E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal (1197190-12-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/b912267b

Reference yield: 79.0%

(E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal (1197190-12-7) + allylmagnesium bromide (1730-25-2) → (E,4R,7R,8R)-10-(4-methoxybenzyloxy)-8-(methoxymethoxy)-7-methyldeca-1,5-diene-4,7-diol (1197190-14-9)

Guidance literature:

allylmagnesium bromide; With (+)-β-methoxydiisopinocampheylborane; In diethyl ether; at -78 - 20 ℃;

(E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal; In diethyl ether; at -78 ℃; for 1h;

With dihydrogen peroxide; sodium hydroxide; In water; at 0 - 20 ℃;

DOI:10.1039/b912267b

Reference yield:

(E,4R,5R)-7-(4-methoxybenzyloxy)-4-hydroxy-5-(methoxymethoxy)-4-methylhept-2-enal (1197190-12-7) + allyltrimethoxysilane (2551-83-9) → (E,4R,7R,8R)-10-(4-methoxybenzyloxy)-8-(methoxymethoxy)-7-methyldeca-1,5-diene-4,7-diol (1197190-14-9) + (E,4S,7R,8R)-10-(4-methoxybenzyloxy)-8-(methoxymethoxy)-7-methyldeca-1,5-diene-4,7-diol

Guidance literature:

With methanol; silver fluoride; (R)-tol-BINAP; at -20 ℃; for 5h; optical yield given as %de;

DOI:10.1039/b912267b

upstream raw materials:

(E,4R,5R)-7-(4-methoxybenzyloxy)-5-(methoxymethoxy)-4-methylhept-2-ene-1,4-diol

Downstream raw materials:

(E,4R,7R,8R)-10-(4-methoxybenzyloxy)-8-(methoxymethoxy)-7-methyldeca-1,5-diene-4,7-diol

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