(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

Base Information

Chemical Name:(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester
CAS No.:205692-01-9
Molecular Formula:C₃₁H₄₃NO₅S
Molecular Weight:541.752
Hs Code.:

(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

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Chemical Property of (2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

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Technology Process of (2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

There total 6 articles about (2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl 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:

: 130881-18-4
1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl chloride

: 205692-01-9
(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / triethylamine / CH₂Cl₂ / 1 h / 0 - 20 °C

2.1: pyridine / CH₂Cl₂ / 20 °C

3.1: n-Bu₂BOTf; diisopropylethylamine / CH₂Cl₂ / 2 h / -78 °C

3.2: CH₂Cl₂ / 2 h / -78 - 0 °C

With pyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo0257896

Reference yield:

: 78-84-2
isobutyraldehyde

: 205691-90-3
(1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propyl propionate

: 205692-01-9
(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

: (2S,3R)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

: 3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propyl propionate; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h;

isobutyraldehyde; In dichloromethane; at -78 - 0 ℃; for 2h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/jo0257896

Reference yield:

: 299-42-3,7009-81-6,90-83-5,6912-63-6
ephedrine

: 205692-01-9
(2R,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / triethylamine / CH₂Cl₂ / 1 h / 0 - 20 °C

2.1: pyridine / CH₂Cl₂ / 20 °C

3.1: n-Bu₂BOTf; diisopropylethylamine / CH₂Cl₂ / 2 h / -78 °C

3.2: CH₂Cl₂ / 2 h / -78 - 0 °C

With pyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo0257896