(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

Base Information

Chemical Name:(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid
CAS No.:229981-04-8
Molecular Formula:C₁₉H₂₉NO₆
Molecular Weight:367.442
Hs Code.:

(3R,4S)-4-<N-(tert-butoxycarbonyl)-N-methylamino>-3-(methoxymethoxy)-5-phenylpentanoic acid

Synonyms:(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

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Chemical Property of (3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

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Technology Process of (3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

There total 18 articles about (3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic 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: 80.0%

: 238753-82-7
((1S,2R)-1-Benzyl-2-methoxymethoxy-pent-4-enyl)-methyl-carbamic acid tert-butyl ester

: 229981-04-8
(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; water; In tetrachloromethane; acetonitrile; at 20 ℃; for 4h;
DOI:10.1055/s-1999-2765

Reference yield: 80.0%

: 229981-25-3
(3R,4S)-4--3-(methoxymethoxy)-1-hydroxy-5-phenylpentane

: 229981-04-8
(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; at 0 ℃; for 2h;
DOI:10.1021/jo990200x

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 229981-04-8
(3R,4S)-4--3-(methoxymethoxy)-5-phenylpentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / Et₃N; DMAP / tetrahydrofuran / 2 h / 23 °C

2: 91 percent / NaH / dimethylformamide / 18 h / 20 °C

3: 96 percent / H₂ / Pd/C / ethyl acetate / 5 h / 20 °C

4: 79 percent / NaOCl; TEMPO

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Methylation / 3: Hydrogenolysis / 4: Oxidation;
DOI:10.1016/S0040-4020(99)01052-2