2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

Base Information

Chemical Name:2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate
CAS No.:259800-74-3
Molecular Formula:C₂₀H₂₃BrO₇
Molecular Weight:455.302
Hs Code.:

Synonyms:2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

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Chemical Property of 2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

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Technology Process of 2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

There total 3 articles about 2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate 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: 38.0%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 259800-72-1
2,3-O-isopropylidene-γ-D-ribonolactone 2-methylacetoacetate

: 2,3-O-isopropylidene-γ-D-ribonolactone (2S)-2-(4-bromobenzyl)-2-methylacetoacetate

: 259800-74-3
2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

Guidance literature:: 2,3-O-isopropylidene-γ-D-ribonolactone 2-methylacetoacetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h;

1-bromomethyl-4-bromobenzene; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1016/S0957-4166(99)00457-7

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 259800-74-3
2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / toluene / 24 h / 130 °C

2.1: 71 percent / K₂CO₃ / acetone / 7 h / 40 °C

3.1: NaH / tetrahydrofuran / 0.25 h / 20 °C

3.2: 38 percent / tetrahydrofuran / 12 h / 20 °C

With sodium hydride; potassium carbonate; In tetrahydrofuran; acetone; toluene; 1.1: Condensation / 2.1: Methylation / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0957-4166(99)00457-7

Reference yield:

: 89747-52-4
2,3-O-isopropylidene-γ-D-ribonolactone acetoacetate

: 259800-74-3
2,3-O-isopropylidene-γ-D-ribonolactone (2R)-2-(4-bromobenzyl)-2-methylacetoacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 71 percent / K₂CO₃ / acetone / 7 h / 40 °C

2.1: NaH / tetrahydrofuran / 0.25 h / 20 °C

2.2: 38 percent / tetrahydrofuran / 12 h / 20 °C

With sodium hydride; potassium carbonate; In tetrahydrofuran; acetone; 1.1: Methylation / 2.1: Metallation / 2.2: Substitution;
DOI:10.1016/S0957-4166(99)00457-7