(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester
CAS No.:357625-76-4
Molecular Formula:C₂₄H₃₈O₇Si
Molecular Weight:466.647
Hs Code.:

(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

Synonyms:

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Chemical Property of (2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

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Technology Process of (2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

There total 7 articles about (2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl 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:

: (2S,3R)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-2-methanesulfonyloxy-propionic acid methyl ester

: 357625-76-4
(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃;

Reference yield:

: 1055028-82-4
C₂₅H₄₂O₁₀SSi

: 357625-76-4
(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.200900772

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 357625-76-4
(2S,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DABCO / 20 °C

2: aq. OsO₄; NMO / acetone / 20 °C

3: Et₃N; DMAP

4: pyridine / CH₂Cl₂ / 0 - 20 °C

5: K₂CO₃ / methanol / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; potassium carbonate; triethylamine; In methanol; dichloromethane; acetone; 1: Baylis-Hillman reaction;