(R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester

Base Information

• Chemical Name: (R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester
• CAS No.: 254441-84-4
• Molecular Formula: C₁₆H₂₁N₃O₃
• Molecular Weight: 303.361
• Mol file: 254441-84-4.mol

Synonyms:(R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester

Chemical Property of (R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester

There total 1 articles about (R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl 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: 70.0%

(4R,5S)-3-((R)-4-Azido-2-methyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one (137664-51-8) + 2?(benzyloxymethyl)prop?2?en?1?ol (109240-66-6) → (R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester (254441-84-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ja992135e

Reference yield: 83.0%

(R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester (254441-84-4) → (R)-4-Azido-2-methyl-butyric acid 3-benzyloxy-2-oxo-propyl ester

Guidance literature:

With pyridine; ozone; In dichloromethane; at -78 ℃;

DOI:10.1021/ja992135e

Reference yield:

(R)-4-Azido-2-methyl-butyric acid 2-benzyloxymethyl-allyl ester (254441-84-4) → 2-((R)-3-Azido-1-methyl-propyl)-4-benzyloxymethyl-oxazole

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / O₃; pyridine / CH₂Cl₂ / -78 °C

2: 7 percent / NH₄OAc; AcOH / 24 h / 95 °C

With pyridine; ammonium acetate; ozone; acetic acid; In dichloromethane; 1: ozonolysis / 2: Cyclization;

DOI:10.1021/ja992135e

upstream raw materials:

(4R,5S)-3-((R)-4-Azido-2-methyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one

2?(benzyloxymethyl)prop?2?en?1?ol