(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide
CAS No.:475233-00-2
Molecular Formula:C₃₂H₅₁NO₇Si
Molecular Weight:589.845
Hs Code.:

Synonyms:(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

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Chemical Property of (2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

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Technology Process of (2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

There total 3 articles about (2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide 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: 74.0%

: 3587-60-8
Benzyloxymethyl chloride

: 475232-99-6
(2S,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

: 475233-00-2
(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 192h;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 475233-00-2
(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: 0.271 g / KBEt₃H / diethyl ether / 0.5 h / -78 °C

2.1: 74 percent / i-Pr₂NEt / CH₂Cl₂ / 192 h / 20 °C

With 2,6-dimethylpyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.2: Cram-Felkin-Nguyen reduction;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: (S)-5-Hydroxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-3-oxo-hexanoic acid methoxy-methyl-amide

: 475233-00-2
(2S,3S,4R,5S)-3-benzyloxymethoxy-5-(tert-butyldimethylsilanyloxy)-6-(4-methoxybenzyloxy)-2,4-dimethylhexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: 0.271 g / KBEt₃H / diethyl ether / 0.5 h / -78 °C

2.1: 74 percent / i-Pr₂NEt / CH₂Cl₂ / 192 h / 20 °C

With 2,6-dimethylpyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.2: Cram-Felkin-Nguyen reduction;
DOI:10.1016/S0040-4020(02)00723-8