benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

Base Information

Chemical Name:benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone
CAS No.:113351-22-7
Molecular Formula:C₂₂H₃₄O₅Si
Molecular Weight:406.594
Hs Code.:

Synonyms:benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

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Chemical Property of benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

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Technology Process of benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

There total 6 articles about benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone 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: 83.0%

: 113427-79-5
benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside

: 113351-22-7
benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

Guidance literature:: With benzenesulfonyl chloride; In pyridine; at 40 - 50 ℃;

Reference yield:

: 79974-79-1
benzyl 2,3-anhydro-β-L-erythropentopyranosid-4-ulose

: 113351-22-7
benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NaI, NaOAc*3H₂O / acetic acid; acetone / 2.5 h

2: 76 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

3: 1.) BuLi, diisopropylamine / 1.) hexane, THF, 1 h, 2.) THF, overnight

4: 83 percent / benzenesulfonyl chloride / pyridine / 40 - 50 °C

With 1H-imidazole; n-butyllithium; sodium acetate; diisopropylamine; benzenesulfonyl chloride; sodium iodide; In pyridine; acetic acid; N,N-dimethyl-formamide; acetone;

Reference yield:

: 113308-87-5
benzyl 3-deoxy-β-L-glycero-pentopyranosid-4-ulose

: 113351-22-7
benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: 1.) BuLi, diisopropylamine / 1.) hexane, THF, 1 h, 2.) THF, overnight

3: 83 percent / benzenesulfonyl chloride / pyridine / 40 - 50 °C

With 1H-imidazole; n-butyllithium; diisopropylamine; benzenesulfonyl chloride; In pyridine; N,N-dimethyl-formamide;