(2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol

Base Information

• Chemical Name: (2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol
• CAS No.: 827017-68-5
• Molecular Formula: C₂₄H₃₄O₅
• Molecular Weight: 402.531
• Mol file: 827017-68-5.mol

Synonyms:(2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol

Chemical Property of (2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol

There total 1 articles about (2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol 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: 84.0%

3-Benzyloxypropanal (19790-60-4) + (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one (182193-69-7) → (2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol (827017-68-5)

Guidance literature:

(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at 0 ℃; for 2h;

3-Benzyloxypropanal; In diethyl ether; at -78 ℃; for 3h;

With lithium borohydride; In tetrahydrofuran; diethyl ether; at -78 - -23 ℃; for 23h; Further stages.;

DOI:10.1021/jo050481a

Reference yield: 100.0%

(2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol (827017-68-5) + 1,1-dimethoxycyclopentane (931-94-2) → (7S,8S,9R)-7-(2-Benzyloxy-ethyl)-9-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-8-methyl-6,10-dioxa-spiro[4.5]decane (827017-81-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 50 ℃; for 1.5h;

DOI:10.1021/jo050481a

Reference yield: 80.0%

(2S,3R,4S,5S)-1-(4-methoxybenzyloxy)-7-(benzyloxy)-2,4-dimethylheptane-3,5-diol (827017-68-5) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (2S,3R,4S,5S)-7-benzyloxy-3,5-bis(triethylsilyloxy)-1-(4-methoxybenzyloxy)-2,4-dimethyl-heptane

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -10 ℃; for 1h;

DOI:10.1021/jo050481a

upstream raw materials:

3-Benzyloxypropanal

(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one

Downstream raw materials:

(7S,8S,9R)-7-(2-Benzyloxy-ethyl)-9-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-8-methyl-6,10-dioxa-spiro[4.5]decane

(R)-2-[(7S,8S,9S)-9-(2-Benzyloxy-ethyl)-8-methyl-6,10-dioxa-spiro[4.5]dec-7-yl]-propionaldehyde

(S)-2-[(7R,8S,9S)-9-(2-Benzyloxy-ethyl)-8-methyl-6,10-dioxa-spiro[4.5]dec-7-yl]-propan-1-ol

(R)-2-[(7S,8S,9S)-9-(2-Benzyloxy-ethyl)-8-methyl-6,10-dioxa-spiro[4.5]dec-7-yl]-propionic acid