benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

Base Information

Chemical Name:benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate
CAS No.:1194059-19-2
Molecular Formula:C₂₁H₂₃N₅O₄
Molecular Weight:409.445
Hs Code.:

Synonyms:benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

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Chemical Property of benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

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Technology Process of benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

There total 8 articles about benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-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: 92.0%

: 1194059-18-1
benzyl (2S,3R)-3-((benzyloxy)carbonylamino)-2-(((4-methylphenyl)sulfonyl)oxymethyl)-pyrrolidine-1-carboxylate

: 1194059-19-2
benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 108h; Inert atmosphere;

Reference yield:

: 1-benzyl 2-methyl(2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate

: 1194059-19-2
benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 64 h / 0 - 20 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 16 h / 50 °C / Inert atmosphere

3.1: triphenylphosphine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 - 55 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: lithium borohydride / tetrahydrofuran / 42 h / 0 - 20 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: pyridine / 25.5 h / 0 - 20 °C / Inert atmosphere

7.1: sodium azide / N,N-dimethyl-formamide / 108 h / 50 °C / Inert atmosphere

With pyridine; lithium borohydride; sodium azide; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: C₁₄H₁₈N₂O₄

: 1194059-19-2
benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 42 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: pyridine / 25.5 h / 0 - 20 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 108 h / 50 °C / Inert atmosphere

With pyridine; lithium borohydride; sodium azide; sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide;