benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

Base Information

Chemical Name:benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate
CAS No.:1338487-71-0
Molecular Formula:C₁₉H₂₂N₂O₃Se
Molecular Weight:405.355
Hs Code.:

Synonyms:benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

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Chemical Property of benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

Chemical Property:

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Technology Process of benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

There total 6 articles about benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate 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: 95.0%

: 1338487-70-9
benzyl (1S,2S,3S,5R)-5-azido-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

: 1338487-71-0
benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

Guidance literature:: With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at -20 ℃;
DOI:10.1021/ol2023054

Reference yield:

: 64420-86-6
O-p-toluenesulfonyl benzyloxyhydroxamate

: 1338487-71-0
benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: C₁₉H₂₆N₂; sodium hydrogencarbonate; benzoic acid / chloroform / 40 h / 20 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 16 h / 20 °C

2.2: 0.83 h / -78 °C

3.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / -78 °C

4.1: sodium azide; acetic acid / methanol; water / 168 h / 20 °C

5.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / -20 °C

With sodium tetrahydroborate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; nickel(II) chloride hexahydrate; C₁₉H₂₆N₂; sodium hydrogencarbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzoic acid; In tetrahydrofuran; methanol; chloroform; water; toluene;
DOI:10.1021/ol2023054

Reference yield:

: 930-30-3
cyclopent-2-enone

: 1338487-71-0
benzyl (1S,2S,3S,5R)-5-amino-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: C₁₉H₂₆N₂; sodium hydrogencarbonate; benzoic acid / chloroform / 40 h / 20 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 16 h / 20 °C

2.2: 0.83 h / -78 °C

3.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / -78 °C

4.1: sodium azide; acetic acid / methanol; water / 168 h / 20 °C

5.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / -20 °C

With sodium tetrahydroborate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; nickel(II) chloride hexahydrate; C₁₉H₂₆N₂; sodium hydrogencarbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzoic acid; In tetrahydrofuran; methanol; chloroform; water; toluene;
DOI:10.1021/ol2023054