(3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate
• CAS No.: 1160004-89-6
• Molecular Formula: C₁₈H₂₂N₄O₃
• Molecular Weight: 342.398

Synonyms:(3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate

Chemical Property of (3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of (3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate

There total 1 articles about (3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate 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: 80.0%

(3S,4S)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (190792-84-8) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → (3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate (1160004-89-6)

Guidance literature:

(3S,4S)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

1-bromo-3-phenylprop-2-yne; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol800291t

Reference yield: 57.0%

(3S,4S)-tert-butyl 3-azido-4-(3-phenylprop-2-ynyloxy)pyrrolidine-1-carboxylate (1160004-89-6) → (5aS,8aS)-tert-butyl 3-phenyl-5a,6,8,8a-tetrahydropyrrolo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazine-7(4H)-carboxylate (1160004-80-7)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 110 ℃; for 16h;

DOI:10.1021/ol800291t

upstream raw materials:

(3S,4S)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

1-bromo-3-phenylprop-2-yne

Downstream raw materials:

(5aS,8aS)-tert-butyl 3-phenyl-5a,6,8,8a-tetrahydropyrrolo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazine-7(4H)-carboxylate

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