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

Base Information

Chemical Name:methyl (2R,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate
CAS No.:639840-10-1
Molecular Formula:C₁₅H₁₉BrO₅
Molecular Weight:359.217
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 1 articles about methyl (2R,3S)-2-(4-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: 96.0%

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

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

: 639840-10-1
methyl (2R,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

Guidance literature:: With potassium iodide; silver(l) oxide; In toluene; at 20 ℃; for 0.25h;
DOI:10.1016/S0968-0896(03)00312-2

Reference yield:

: 639840-10-1
methyl (2R,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

: (R)-(4-Bromo-benzyloxy)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; water; at 0 ℃; for 0.75h;
DOI:10.1016/S0968-0896(03)00312-2

Reference yield:

: 639840-10-1
methyl (2R,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-butyrate

: 639840-19-0
(2R,3S)-2-(4-bromobenzyloxy)-3,4-dihydroxy-3,4-O-isopropylidene-N-(2-piperidin-1-yl-ethyl)-butyramide

Guidance literature:: Multi-step reaction with 2 steps

1: LiOH / dioxane; H₂O / 0.75 h / 0 °C

2: 1-hydroxybenzotriazole; Et₃N; N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride / dimethylformamide / 0 - 20 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00312-2