(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

Base Information

Chemical Name:(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone
CAS No.:149818-80-4
Molecular Formula:C₂₀H₂₇NO₄
Molecular Weight:345.439
Hs Code.:

Synonyms:(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

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Chemical Property of (1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

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Technology Process of (1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

There total 4 articles about (1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone 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:

: 72155-45-4
Boc-L-phenylalaninal

: 149818-80-4
(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / 1.) LDA / tetrahydrofuran / 1.) -78 deg C, 1.5 h, 2.) -78 deg C, 5 min

2: 1.) LiCN, 2.) SmI₂, t-BuOH / 1.) THF, 0 deg C, 20 min, 2.) THF, 0 deg C, 1 h

With samarium diiodide; lithium cyanide; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo00069a024

Reference yield:

: 120-92-3
cyclopentanone

: 149818-80-4
(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / 1.) LDA / tetrahydrofuran / 1.) -78 deg C, 1.5 h, 2.) -78 deg C, 5 min

2: 1.) LiCN, 2.) SmI₂, t-BuOH / 1.) THF, 0 deg C, 20 min, 2.) THF, 0 deg C, 1 h

With samarium diiodide; lithium cyanide; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo00069a024

Reference yield:

: 2942-58-7
diethyl cyanophosphonate

: 145552-09-6
(1R,1'S,2S)-2-<(Boc)amino>-1-(2'-oxocyclopentyl)-3-phenylpropanol

: 149818-80-4
(1S,1'R,2R,2'S)-2-<2'-<(Boc)amino>-1'-hydroxy-3'-phenylpropyl>cyclopentanecarboxylic acid lactone

Guidance literature:: With samarium diiodide; lithium cyanide; tert-butyl alcohol; Yield given. Multistep reaction; 1.) THF, 0 deg C, 20 min, 2.) THF, 0 deg C, 1 h;
DOI:10.1021/jo00069a024