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

Base Information

Chemical Name:benzyl (2R,3S,E)-1-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-6-oxooctadec-4-en-2-ylcarbamate
CAS No.:1380426-15-2
Molecular Formula:C₃₉H₆₁NO₅Si
Molecular Weight:652.003
Hs Code.:

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

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Chemical Property of benzyl (2R,3S,E)-1-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-6-oxooctadec-4-en-2-ylcarbamate

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

There total 4 articles about benzyl (2R,3S,E)-1-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-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:

: C₃₁H₅₅NO₃Si

: 501-53-1,94274-21-2
benzyl chloroformate

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

Guidance literature:: With sodium carbonate; In tetrahydrofuran; water; at 25 ℃; for 12h;
DOI:10.1016/j.tetlet.2012.04.067

Reference yield:

: 1380426-11-8
C₂₃H₄₃N₃O₃Si₂

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

Guidance literature:: Multi-step reaction with 5 steps

1: camphor-10-sulfonic acid / methanol / 5 h / 0 °C

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / Reflux; Inert atmosphere

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

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

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

With camphor-10-sulfonic acid; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile; 3: Wittig reaction / 4: Staudinger reaction;
DOI:10.1016/j.tetlet.2012.04.067

Reference yield:

: 1354382-60-7
diethyl 2-oxotetradecylphosphonate

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

Guidance literature:: Multi-step reaction with 3 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

With 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