(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

Base Information

Chemical Name:(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol
CAS No.:124871-93-8
Molecular Formula:C₁₉H₃₀O₅
Molecular Weight:338.444
Hs Code.:

Synonyms:(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

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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 (2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

Chemical Property:

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Technology Process of (2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

There total 6 articles about (2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol 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: 78.0%

: 124871-92-7
ethyl (2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-enoate

: 124871-93-8
(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -15 - -10 ℃; for 1.33333h;
DOI:10.1248/cpb.37.1155

Reference yield:

: 76639-80-0
((2S,3S)-3-ethyl-2-methyloxiran-2-yl)methanol

: 124871-93-8
(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 42 percent / Ti(iso-PrO)4 / benzene / 45 h / Ambient temperature

2: 1.) Ac₂O, DMAP, Et₃N, 2.) diisopropyl ethylamine, 3.) 1N NaOH / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, 45 deg C, 8 h, 3.) MeOH, RT, 75 min

3: 97 percent / PCC, molecular sieves 3A / CH₂Cl₂ / 2 h / Ambient temperature

4: various solvent(s) / 96 h / Heating

5: 78 percent / LiAlH₄ / diethyl ether / 1.33 h / -15 - -10 °C

With titanium(IV) isopropylate; dmap; sodium hydroxide; lithium aluminium tetrahydride; 3 A molecular sieve; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In diethyl ether; dichloromethane; benzene;
DOI:10.1248/cpb.37.1155

Reference yield:

: 124871-88-1
(2S,3R)-3-(4-methoxybenzyloxy)-2-methylpentane-1,2-diol

: 124871-93-8
(2E,4S,5R)-2,4-dimethyl-5-(4-methoxybenzyloxy)-4-methoxymethoxyhept-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Ac₂O, DMAP, Et₃N, 2.) diisopropyl ethylamine, 3.) 1N NaOH / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, 45 deg C, 8 h, 3.) MeOH, RT, 75 min

2: 97 percent / PCC, molecular sieves 3A / CH₂Cl₂ / 2 h / Ambient temperature

3: various solvent(s) / 96 h / Heating

4: 78 percent / LiAlH₄ / diethyl ether / 1.33 h / -15 - -10 °C

With dmap; sodium hydroxide; lithium aluminium tetrahydride; 3 A molecular sieve; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In diethyl ether; dichloromethane;
DOI:10.1248/cpb.37.1155