(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Base Information

Chemical Name:(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester
CAS No.:308279-64-3
Molecular Formula:C₃₅H₄₇NO₅S
Molecular Weight:593.828
Hs Code.:

Synonyms:(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

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Chemical Property of (2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

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Technology Process of (2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

There total 2 articles about (2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-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:

: N-benzyl-N-[2-(1-hydroxy-propenyloxy)-1-methyl-2-phenyl-ethyl]-2,4,6-trimethyl-benzenesulfonamide

: 111-71-7
heptanal

: 308279-64-3
(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

: (2S,3S)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: In hexane; dichloromethane; at -78 - 0 ℃; for 4.5h;
DOI:10.1021/ja002547j

Reference yield:

: 111-71-7
heptanal

: 187324-66-9
(1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate

: 308279-64-3
(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

: (2S,3S)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate; With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane;

heptanal; at -78 ℃;
DOI:10.1016/S0040-4020(03)00110-8

Reference yield:

: 308279-64-3
(2R,3R)-3-Hydroxy-2-methyl-nonanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

: (S)-2-{(2S,3R)-2-[(S)-2-({(2R,3R)-3-[2-((2S,3S)-2-Amino-3-hydroxy-butyrylamino)-acetoxy]-2-methyl-nonanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-3-benzyloxy-propionic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / LiOH*2H₂O / tetrahydrofuran; H₂O; methanol / 20 °C

2: 99 percent / DEPC; Et₃N / tetrahydrofuran / 14 h / 0 - 20 °C

3: 96 percent / DMAP; DIC; CSA / CH₂Cl₂ / 44 h / 0 - 20 °C

4: 99 percent / TBAF; AcOH / tetrahydrofuran / 22 h / 0 - 20 °C

5: 97 percent / Pd(PPh₃)4; morpholine / tetrahydrofuran / 72 h / 20 °C

6: TFA / CH₂Cl₂ / 20 °C

With morpholine; dmap; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; dacarbazine; triethylamine; diethyl dicarbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja002547j