(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

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Chemical Name:(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester
CAS No.:691371-38-7
Molecular Formula:C₃₀H₃₆O₇Si
Molecular Weight:536.697
Hs Code.:

Synonyms:(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

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Chemical Property of (E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

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Technology Process of (E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

There total 7 articles about (E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 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: 86.0%

: 125941-75-5
(S)-2-[(1,1-dimethylethyl)diphenylsilyl]oxypropanoic acid

: 691371-37-6
(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-hydroxymethyl-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

: 691371-38-7
(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/j.tetlet.2003.11.089

Reference yield:

: 691371-32-1
2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-furanyl)ethanone

: 691371-38-7
(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / formic acid; triethylamine / (R)-Ru(η⁶-mesitylene)-(S,S)-TsDPEN Noyori catalyst / CH2Cl2 / 24 h / 20 °C

2.1: 92 percent / NBS; NaHCO₃; NaOAc / tetrahydrofuran; H₂O / 0 °C

3.1: Jones reagent / acetone / 0 °C

3.2: 83 percent / NaBH₄; CeCl₃ / methanol; CH₂Cl₂ / -78 °C

4.1: 61 percent / triphenylphosphine; diethyl azodicarboxylate / benzene / 12 h / 0 °C

5.1: 82 percent / HF / acetonitrile

6.1: 86 percent / dicyclohexylcarbodiimide; dimethylaminopyridine / CH₂Cl₂

With dmap; N-Bromosuccinimide; formic acid; jones reagent; hydrogen fluoride; sodium acetate; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; (R)-Ru(η⁶-mesitylene)-(S,S)-TsDPEN; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; benzene; 1.1: Noyori asymmetric transfer hydrogenation / 2.1: Achmatowicz rearrangement / 3.2: Luche reduction / 4.1: Mitsunobu coupling;
DOI:10.1016/j.tetlet.2003.11.089

Reference yield:

: 102732-44-5
ethyl (S)-2-(tert-butyldiphenylsilyloxy)propanoate

: 691371-38-7
(E)-2-Methyl-but-2-enoic acid (2S,3R)-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionyloxymethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / KOH / methanol / 20 °C

2: 86 percent / dicyclohexylcarbodiimide; dimethylaminopyridine / CH₂Cl₂

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2003.11.089