(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

Base Information

Chemical Name:(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol
CAS No.:1268161-82-5
Molecular Formula:C₂₀H₃₆O₄Si
Molecular Weight:368.589
Hs Code.:

Synonyms:(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

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Chemical Property of (2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

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Technology Process of (2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

There total 3 articles about (2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-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: 81.0%

: 1268161-81-4
5-(4-methoxy-benzyloxy)-3-(R)-(triethylsilyloxy)-2-(R)-methyl-pentanoic acid 2-[benzyl-(2,4,6-trimethyl-benzolsulfonyl)-amino]-1-phenyl-propyl ester

: 1268161-82-5
(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

Guidance literature:: 5-(4-methoxy-benzyloxy)-3-(R)-(triethylsilyloxy)-2-(R)-methyl-pentanoic acid 2-[benzyl-(2,4,6-trimethyl-benzolsulfonyl)-amino]-1-phenyl-propyl ester; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - -50 ℃; for 6h;

With water; Rochelle's salt; In dichloromethane; ethyl acetate; toluene; at 20 ℃;
DOI:10.1002/anie.201005226

Reference yield:

: 1268161-79-0
3-(R)-hydroxy-5-(4-methoxy-benzyloxy)-2-(R)-methyl-pentanoic acid 2-[benzyl-(2,4,6-trimethylbenzolsulfonyl)-amino]-1-phenyl-propyl ester

: 1268161-82-5
(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1.17 h / -78 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 6 h / -78 - -50 °C

2.2: 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1002/anie.201005226

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 1268161-82-5
(2S,3R)-5-(4-methoxybenzyloxy)-2-methyl-3-(triethylsilyloxy)-pentane-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane / dichloromethane / 2.33 h / -78 °C

1.2: -78 - 0 °C

1.3: 0 - 20 °C / pH 7 / aq. phosphate buffer

2.1: 2,6-dimethylpyridine / dichloromethane / 1.17 h / -78 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 6 h / -78 - -50 °C

3.2: 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In dichloromethane; toluene;
DOI:10.1002/anie.201005226