methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Base Information

Chemical Name:methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate
CAS No.:552887-07-7
Molecular Formula:C₁₅H₁₉BrO₅
Molecular Weight:359.217
Hs Code.:

Synonyms:methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

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Chemical Property of methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

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Technology Process of methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

There total 3 articles about methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate 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: 90.0%

: 823-78-9
meta-bromobenzyl bromide

: 186754-07-4
methyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutyrate

: 552887-07-7
methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Guidance literature:: With potassium iodide; silver(l) oxide; In toluene; at 60 ℃;
DOI:10.1016/S0968-0896(02)00568-0

Reference yield:

: 92973-40-5
methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate

: 552887-07-7
methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 20 °C

2: 0.780 g / NaOMe / methanol / 0.5 h / 20 °C

3: 90 percent / Ag₂O; KI / toluene / 60 °C

With sodium methylate; triphenylphosphine; potassium iodide; silver(l) oxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; 1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(02)00568-0

Reference yield:

: 4-Nitro-benzoic acid (S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxycarbonyl-methyl ester

: 552887-07-7
methyl (2S,3S)-2-(3-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Guidance literature:: Multi-step reaction with 2 steps

1: 0.780 g / NaOMe / methanol / 0.5 h / 20 °C

2: 90 percent / Ag₂O; KI / toluene / 60 °C

With sodium methylate; potassium iodide; silver(l) oxide; In methanol; toluene;
DOI:10.1016/S0968-0896(02)00568-0