(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

Base Information

Chemical Name:(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester
CAS No.:1030837-58-1
Molecular Formula:C₁₆H₂₃NO₄
Molecular Weight:293.363
Hs Code.:

Synonyms:(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

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Chemical Property of (2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

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Technology Process of (2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

There total 10 articles about (2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester 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: 87.0%

: 869088-60-8
C₁₆H₂₁NO₄

: 1030837-58-1
(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at 20 ℃; diastereoselective reaction;
DOI:10.1016/j.tetlet.2008.11.025

Reference yield:

: 869088-60-8
C₁₆H₂₁NO₄

: 868685-97-6
(2R,3R)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

: 1030837-58-1
(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at 20 ℃;
DOI:10.1016/j.bmcl.2008.03.050

Reference yield:

: 133187-22-1
(2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde

: 1030837-58-1
(2R,3S)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: (1R,2S)-1,2-diphenyl-2-(piperidin-1-yl)ethanol; copper(II) acetate monohydrate / 72 h / 20 °C

2: hydrogenchloride / methanol; water / 20 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 7600.51 Torr

4: potassium carbonate / 1 h / 0 °C

5: potassium tert-butylate / tert-butyl alcohol / 2 h / 20 °C

6: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 °C / Reflux

7: tetrahydrofuran / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; copper(II) acetate monohydrate; potassium carbonate; (1R,2S)-1,2-diphenyl-2-(piperidin-1-yl)ethanol; In tetrahydrofuran; methanol; water; tert-butyl alcohol; 1: |Henry Nitro Aldol Condensation;
DOI:10.1039/c7ob01283g