benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

Base Information

Chemical Name:benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate
CAS No.:784192-07-0
Molecular Formula:C₁₅H₂₂N₂O₃
Molecular Weight:278.351
Hs Code.:

Synonyms:benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

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Chemical Property of benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

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Technology Process of benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

There total 3 articles about benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate 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%

: 784192-06-9
tert-butyl (2R)-2-((1S)-1-[(benzyloxy)carbonyl]amino-3-hydroxypropyl)tetrahydro-1H-1-pyrrolecarboxylate

: 784192-07-0
benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jo048882y

Reference yield:

: 784192-04-7
tert-butyl (2S)-2-((1R)-1-[(benzyloxy)carbonyl]amino-3-ethoxy-3-oxopropyl)tetrahydro-1H-1-pyrrolecarboxylate

: 784192-07-0
benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / CaCl₂; NaBH₄ / tetrahydrofuran / 20 °C

2: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; calcium chloride; In tetrahydrofuran;
DOI:10.1021/jo048882y

Reference yield:

: 784191-98-6
tert-butyl (2S)-2-[(R)-1-[(benzyloxy)carbonyl]amino-1-(phenylsulfonyl)methyl]tetrahydro-1H-1-pyrrole

: 784192-07-0
benzyl N-(1S)-3-hydroxy-1-[(2R)-tetrahydro-1H-2-pyrrolyl]propylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 73 percent / CaCl₂; NaBH₄ / tetrahydrofuran / 20 °C

3.1: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; calcium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1021/jo048882y