(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

Base Information

Chemical Name:(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate
CAS No.:174623-93-9
Molecular Formula:C₂₈H₄₄O₆
Molecular Weight:476.654
Hs Code.:

Synonyms:(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

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Chemical Property of (1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

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Technology Process of (1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

There total 12 articles about (1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate 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: 91.0%

: 65138-05-8
(S)-2-hydroxy-3-methylbutyric acid benzyl ester

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

: 174623-93-9
(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

Guidance literature:: With 2,4,6-trichlorobenzoyl chloride; triethylamine;

Reference yield:

: 65138-05-8
(S)-2-hydroxy-3-methylbutyric acid benzyl ester

: C₂₃H₃₁Cl₃O₅

: 174623-93-9
(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

Guidance literature:: With dmap; In benzene; at 20 ℃; for 1.5h;
DOI:10.1016/S0040-4020(00)00772-9

Reference yield:

: 124-13-0
Octanal

: 174623-93-9
(1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate

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: Et₃N / tetrahydrofuran / 0.5 h / 20 °C

5: 0.140 g / dimethylaminopyridine / benzene / 1.5 h / 20 °C

With dmap; lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; benzene; 1: Condensation / 2: Addition / 3: amide cleavage / 4: Substitution / 5: Esterification;
DOI:10.1016/S0040-4020(00)00772-9