(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

Base Information

Chemical Name:(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid
CAS No.:439112-51-3
Molecular Formula:C₂₆H₃₄N₂O₆
Molecular Weight:470.566
Hs Code.:

Synonyms:(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

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Chemical Property of (2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

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Technology Process of (2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

There total 9 articles about (2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid 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: 46.0%

: (2S,3R)-4-Benzyloxy-N-((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-3-formyl-2-(4-methoxy-phenyl)-butyramide

: 439112-51-3
(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 18h;
DOI:10.1021/jm0110993

Reference yield:

: (S)-2-amino-3,3,N-trimethylbutyramide hydrochloride

: 439112-51-3
(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / HOBT; EDCI; triethylamine / dimethylformamide / 18 h / 20 °C

2: 100 percent / aq. NMM-N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 18 h / 20 °C

3: 100 percent / aq. NaIO₄ / acetone / 4 h / 20 °C

4: 46 percent / aq. NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol / 18 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1021/jm0110993

Reference yield:

: (±)-3-(benzyloxymethyl)-2-(4-methoxyphenyl)pent-4-enoic acid

: 439112-51-3
(2R,3S)-2-(benzyloxymethyl)-N-[(S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-3-(4-methoxyphenyl)succinamic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethyl acetate / Reflux

2.1: hydrogenchloride / water; toluene / 23 °C

3.1: Vilsmeier reagent / tetrahydrofuran / 1 h / 0 °C

3.2: 2.67 h / 0 - 23 °C

4.1: ozone / methanol / 1 h / -78 °C

4.2: 15 h / -78 - 23 °C / Inert atmosphere

5.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 2.5 h / 0 - 23 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Vilsmeier reagent; ozone; In tetrahydrofuran; methanol; water; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/op025536e