methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

Base Information

Chemical Name:methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate
CAS No.:459871-05-7
Molecular Formula:C₂₀H₃₀O₆Si
Molecular Weight:394.54
Hs Code.:

Synonyms:methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

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Chemical Property of methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

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Technology Process of methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

There total 3 articles about methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate 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: 9.0%

: 21210-43-5
(S)-Methyl mandelate

: 459870-95-2
3-(tert-butyl-dimethyl-silanyloxy)-pentanedial

: methyl (S)-2-(((2R,4S)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

: 459871-05-7
methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

Guidance literature:: (S)-Methyl mandelate; 3-(tert-butyl-dimethyl-silanyloxy)-pentanedial; With 4 A molecular sieve; In tetrahydrofuran; for 24h; Heating;

With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1016/S0040-4039(02)00533-6

Reference yield:

: C₂₀H₃₂O₆Si

: methyl (S)-2-(((2R,4S)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

: 459871-05-7
methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 18h; Molecular sieve;
DOI:10.1016/j.bmc.2015.04.048

Reference yield:

: 459870-97-4
4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2,6-diol

: 459871-05-7
methyl (S)-2-(((2S,4R)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)oxy)-2-phenylacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 4A molecular sieves / tetrahydrofuran / Heating

2.1: 4A molecular sieves / tetrahydrofuran / 24 h / Heating

2.2: 9 percent / PCC; 4A molecular sieves / CH₂Cl₂ / 18 h / 20 °C

With 4 A molecular sieve; In tetrahydrofuran;
DOI:10.1016/S0040-4039(02)00533-6