(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

Base Information

Chemical Name:(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester
CAS No.:220805-67-4
Molecular Formula:C₁₄H₁₇N₃O₄
Molecular Weight:291.307
Hs Code.:

Synonyms:(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

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Chemical Property of (2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

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Technology Process of (2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

There total 4 articles about (2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic 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: 85.0%

: 220805-66-3
(2S,3S)-2-bromo-4-methyl-3-benzoyloxypentanoic acid methyl ester

: 220805-67-4
(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 20 ℃; for 11h;
DOI:10.1021/ja991175f

Reference yield:

: 20515-15-5
methyl (2E)-4-methylpent-2-enoate

: 220805-67-4
(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / K₂OsO₂(OH)4; hydroquinine 1,4-phthalazinediyl diether; aq. N-methylmorpholine N-oxide / 2-methyl-propan-2-ol / 49 h / 20 °C

2: BF₃*OEt₂ / CH₂Cl₂ / 1.83 h / 20 °C

3: acetyl bromide / CH₂Cl₂ / 2.5 h / 20 °C

4: 85 percent / sodium azide / dimethylsulfoxide / 11 h / 20 °C

With sodium azide; Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); Acetyl bromide; boron trifluoride diethyl etherate; 4-methylmorpholine N-oxide; In dichloromethane; dimethyl sulfoxide; tert-butyl alcohol; 1: dihydroxylation / 2: Condensation / 3: Ring cleavage / 4: azidation;
DOI:10.1021/ja991175f

Reference yield:

: 220805-65-2
(2R,3S)-2,3-dihydroxy-4-methylpentanoic acid methyl ester

: 220805-67-4
(2R,3S)-2-azo-4-methyl-3-benzoyloxypentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 1.83 h / 20 °C

2: acetyl bromide / CH₂Cl₂ / 2.5 h / 20 °C

3: 85 percent / sodium azide / dimethylsulfoxide / 11 h / 20 °C

With sodium azide; Acetyl bromide; boron trifluoride diethyl etherate; In dichloromethane; dimethyl sulfoxide; 1: Condensation / 2: Ring cleavage / 3: azidation;
DOI:10.1021/ja991175f