tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

Base Information

Chemical Name:tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate
CAS No.:1367876-82-1
Molecular Formula:C₁₇H₂₃FN₂O₅S
Molecular Weight:386.444
Hs Code.:

Synonyms:tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

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Chemical Property of tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

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Technology Process of tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

There total 5 articles about tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate 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: 37.0%

: tert-butyl ((3RS,4SR,5SR)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

: 1367876-82-1
tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

Guidance literature:: With Chiralpak AD-I; In ethanol; hexane; dichloromethane; isopropyl alcohol; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

: C₂₁H₂₅FN₂O₇S

: 1367876-82-1
tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 25 °C / Inert atmosphere

1.2: 3 h / 25 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

3.1: Chiralpak AD-I / ethanol; hexane; dichloromethane; isopropyl alcohol / Inert atmosphere

With morpholine; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm300069y

Reference yield:

: tert-butyl ((3RS,5SR)-5-(3-fluoro-4-nitrobenzyl)-4-oxotetrahydro-2H-thiopyran-3-yl)carbamate

: 1367876-82-1
tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

2: Chiralpak AD-I / ethanol; hexane; dichloromethane; isopropyl alcohol / Inert atmosphere

With lithium aluminium tetrahydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm300069y