benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

Base Information

Chemical Name:benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate
CAS No.:1380426-16-3
Molecular Formula:C₃₃H₄₇NO₅
Molecular Weight:537.74
Hs Code.:

Synonyms:benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

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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 benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

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Technology Process of benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

There total 5 articles about benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate 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: 95.0%

: 1380426-15-2
benzyl (2R,3S,E)-1-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-6-oxooctadec-4-en-2-ylcarbamate

: 1380426-16-3
benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2012.04.067

Reference yield:

: 1354382-60-7
diethyl 2-oxotetradecylphosphonate

: 1380426-16-3
benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 12 h / 0 - 25 °C

2: water; triphenylphosphine / tetrahydrofuran / 12 h / 25 °C

3: sodium carbonate / tetrahydrofuran; water / 12 h / 25 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

With tetrabutyl ammonium fluoride; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; water; acetonitrile; 1: Wittig reaction / 2: Staudinger reaction;
DOI:10.1016/j.tetlet.2012.04.067

Reference yield:

: C₃₁H₅₅NO₃Si

: 1380426-16-3
benzyl (2R,3S,E)-1-(benzyloxy)-3-hydroxy-6-oxooctadec-4-en-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / tetrahydrofuran; water / 12 h / 25 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

With tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; water;
DOI:10.1016/j.tetlet.2012.04.067