benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

Base Information

Chemical Name:benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate
CAS No.:314031-03-3
Molecular Formula:C₂₃H₃₇NO₄
Molecular Weight:391.551
Hs Code.:

Synonyms:benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

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Chemical Property of benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

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Technology Process of benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

There total 5 articles about benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate 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: 90.0%

: 314031-00-0
benzyl (2S)-3-methyl-2-{[(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoyl]amino}butanoate

: 314031-03-3
benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 124-13-0
Octanal

: 314031-03-3
benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Et₃N; n-Bu₂BOTf / CH₂Cl₂ / 3 h / -78 - 20 °C

2: 88 percent / pyridinium-p-toluenesulfonate / CH₂Cl₂ / 20 °C

3: 84 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 3.5 h / 0 - 20 °C

4: 70 percent / diisopropylethylamine; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / acetonitrile / 2 h / 20 °C

5: 90 percent / p-TsOH / methanol / 2 h / 20 °C

With lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1: Condensation / 2: Addition / 3: amide cleavage / 4: Condensation / 5: ketal cleavage;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 174623-92-8
(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoic acid

: 314031-03-3
benzyl (2S)-2-{[(2S,3R)-3-hydroxy-2-methyldecanoyl]amino}-3-methylbutanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / diisopropylethylamine; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / acetonitrile / 2 h / 20 °C

2: 90 percent / p-TsOH / methanol / 2 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; 1: Condensation / 2: ketal cleavage;
DOI:10.1016/S0040-4020(00)00772-9