(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:211298-62-3
Molecular Formula:C₂₂H₂₆N₄O₃
Molecular Weight:394.473
Hs Code.:

Synonyms:(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 4 articles about (2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl 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:

: 211298-61-2
(2S,4R)-4-(Biphenyl-2-yloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 211298-62-3
(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: (2S,4R)-4-(Biphenyl-2-yloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 0 ℃;

With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 50 ℃; Further stages.;
DOI:10.1021/jm9905155

Reference yield:

: 211298-60-1
(2S,4R)-4-(Biphenyl-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 211298-62-3
(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiBH₄ / tetrahydrofuran

2.1: MsCl; Et₃N / tetrahydrofuran / 0 °C

2.2: NaN₃ / hexamethylphosphoric acid triamide / 50 °C

With lithium borohydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; 1.1: Reduction / 2.1: Substitution / 2.2: Substitution;
DOI:10.1021/jm9905155

Reference yield:

: 74844-91-0,114676-69-6,135042-17-0,227935-38-8,102195-79-9
(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

: 211298-62-3
(2S,4R)-2-Azidomethyl-4-(biphenyl-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: PPh₃; DEAD / tetrahydrofuran / 0 - 20 °C

2.1: LiBH₄ / tetrahydrofuran

3.1: MsCl; Et₃N / tetrahydrofuran / 0 °C

3.2: NaN₃ / hexamethylphosphoric acid triamide / 50 °C

With lithium borohydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1.1: Substitution / 2.1: Reduction / 3.1: Substitution / 3.2: Substitution;
DOI:10.1021/jm9905155