(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

Base Information

Chemical Name:(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid
CAS No.:140630-83-7
Molecular Formula:C₂₁H₂₆O₄SSi
Molecular Weight:402.587
Hs Code.:

Synonyms:(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

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Chemical Property of (-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

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Technology Process of (-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

There total 5 articles about (-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid 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:

: 148774-90-7
(2S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-[1,3]oxathiolane-5-carbaldehyde

: 140630-83-7
(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaH₂PO₄*H₂O, 2-methyl-2-butene, aq. NaClO₂ / acetonitrile / 3 h / Ambient temperature

2: K₂CO₃ / acetone

3: 80 percent / BHCl₂*(CH₃)2S / tetrahydrofuran / 1.75 h / 5 - 20 °C

4: LiOH / tetrahydrofuran; H₂O / Ambient temperature

With lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dichloroborane-dimethyl sulfide; potassium carbonate; In tetrahydrofuran; water; acetone; acetonitrile;
DOI:10.1021/jm00070a006

Reference yield:

: 136794-46-2,136846-22-5
<2S,(2α,3β,5α)>- and <2S(2α,3α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid methyl ester 3-oxide

: 140630-83-7
(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / BHCl₂*(CH₃)2S / tetrahydrofuran / 1.75 h / 5 - 20 °C

2: LiOH / tetrahydrofuran; H₂O / Ambient temperature

With lithium hydroxide; dichloroborane-dimethyl sulfide; In tetrahydrofuran; water;
DOI:10.1021/jm00070a006

Reference yield:

: 140436-33-5
(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-methanol 5-benzoate

: 140630-83-7
(-)-<2S(2α,5α)>-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane-5-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / NaOMe / methanol / 2 h / Ambient temperature

2: pyridinium dichromate (PDC) / dimethylformamide / 15 h / Ambient temperature

With dipyridinium dichromate; sodium methylate; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00070a006