4-Morpholinecarboxylic acid, 5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)-

Base Information

Chemical Name:4-Morpholinecarboxylic acid, 5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)-
CAS No.:883446-53-5
Molecular Formula:C25H38F2N2O5
Molecular Weight:484.584
Hs Code.:

4-Morpholinecarboxylic acid,
5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex
ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)-

Synonyms:

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Chemical Property of 4-Morpholinecarboxylic acid, 5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)-

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Technology Process of 4-Morpholinecarboxylic acid, 5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)-

There total 5 articles about 4-Morpholinecarboxylic acid, 5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(cyclohex ylmethoxy)-, 1,1-dimethylethyl ester, (2R,5R)- 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:

: tert-butyl (5R)-5-[(1S,2S)-1-benzyloxy-2-(dibenzylamino)-3-(3,5-difluorophenyl)propyl]-2-(cyclohexylmethoxy)morpholine-4-carboxylate

: 883446-53-5
(2R,5R)-5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-cyclohexylmethoxymorpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethyl acetate; under 760.051 Torr;
DOI:10.1021/acs.jmedchem.7b01304

Reference yield:

: C₃₂H₃₄F₂N₂O₂*2ClH

: 883446-53-5
(2R,5R)-5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-cyclohexylmethoxymorpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

1.2: 6 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

3.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

4.2: 0.5 h / 0 °C / Inert atmosphere

5.1: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 760.05 Torr

With 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.7b01304

Reference yield:

: 883442-71-5
tert-butyl (5R)-5-[(1S,2S)-1-benzyloxy-3-(3,5-difluorophenyl)-2-methylpropyl]-2-oxomorpholine-4-carboxylate

: 883446-53-5
(2R,5R)-5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-cyclohexylmethoxymorpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 760.05 Torr

With 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; In ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.7b01304