tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

Base Information

Chemical Name:tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate
CAS No.:1429516-74-4
Molecular Formula:C₁₉H₃₀N₂O₅
Molecular Weight:366.458
Hs Code.:

Synonyms:tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

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Chemical Property of tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

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Technology Process of tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

There total 6 articles about tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate 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: 50.0%

: 1429516-73-3
tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)-1-tosylpyrrolidin-3-ylcarbamate

: 1429516-74-4
tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

Guidance literature:: With naphthalene; sodium; In 1,2-dimethoxyethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol4006129

Reference yield:

: 1429516-72-2
ethyl 2-((2S,4R,5S)-4-(tert-butoxycarbonylamino)-5-(3,5-dimethoxyphenyl)-1-tosylpyrrolidin-2-yl)acetate

: 1429516-74-4
tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

2: naphthalene; sodium / 1,2-dimethoxyethane / 1 h / -78 °C / Inert atmosphere

With lithium aluminium tetrahydride; naphthalene; sodium; In tetrahydrofuran; 1,2-dimethoxyethane;
DOI:10.1021/ol4006129

Reference yield:

: 1429516-69-7
ethyl 2-((2S,4R,5S)-4-amino-5-(3,5-dimethoxyphenyl)-1-tosylpyrrolidin-2-yl)acetate

: 1429516-74-4
tert-butyl (2S,3R,5S)-2-(3,5-dimethoxyphenyl)-5-(2-hydroxyethyl)pyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 3 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

3: naphthalene; sodium / 1,2-dimethoxyethane / 1 h / -78 °C / Inert atmosphere

With lithium aluminium tetrahydride; naphthalene; sodium; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ol4006129