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

Base Information

Chemical Name:benzyl (2S)-3-methyl-2-{[(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoyl]amino}butanoate
CAS No.:314031-00-0
Molecular Formula:C₂₈H₄₅NO₅
Molecular Weight:475.669
Hs Code.:

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

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Chemical Property of benzyl (2S)-3-methyl-2-{[(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoyl]amino}butanoate

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Technology Process of benzyl (2S)-3-methyl-2-{[(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoyl]amino}butanoate

There total 4 articles about benzyl (2S)-3-methyl-2-{[(2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoyl]amino}butanoate 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: 70.0%

: 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt

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

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

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 124-13-0
Octanal

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 182621-36-9
(4S)-3<(2'S,3'R)-2'-methyl-3'-hydroxydecanoyl>-4-phenylmethyl-2-oxazolidinone

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

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridinium-p-toluenesulfonate / CH₂Cl₂ / 20 °C

2: 84 percent / aq. H₂O₂; aq. LiOH / tetrahydrofuran / 3.5 h / 0 - 20 °C

3: 70 percent / diisopropylethylamine; [benzotriazol-1-yloxy-tris(dimethylamino)phosphonium]PF₆ / acetonitrile / 2 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; pyridinium p-toluenesulfonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Addition / 2: amide cleavage / 3: Condensation;
DOI:10.1016/S0040-4020(00)00772-9