(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester
CAS No.:114701-13-2
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

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Chemical Property of (2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

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Technology Process of (2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

There total 8 articles about (2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl 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: 40.0%

: 114724-30-0
((S)-1-[1,3]Dioxolan-2-yl-2-phenyl-ethyl)-(2-trimethylsilanylmethyl-allyl)-carbamic acid methyl ester

: (2R,3R)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

: 114701-13-2
(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With titanium(IV) trichloride isopropoxide; In dichloromethane; at -78 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.3987/R-1987-11-2805

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 114701-13-2
(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Et₃N / CH₂Cl₂

2: 93 percent / (COCl)2-Me₂SO, Et₃N / CH₂Cl₂ / -78 °C

3: p-toluenesulfonic acid

4: p-toluenesulfonic acid

5: H₂ / Pd/C

6: i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

7: Et₃N / CH₂Cl₂

8: 40 percent / TiCl₃(O-Prⁱ) / CH₂Cl₂ / 1 h / -78 °C

With oxalyl dichloride; titanium(IV) trichloride isopropoxide; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane;
DOI:10.3987/R-1987-11-2805

Reference yield:

: 59830-60-3
benzyl (1S)-(1-formyl-2-phenylethyl)carbamate

: 114701-13-2
(2S,3S)-2-Benzyl-3-(2-hydroxy-ethoxy)-5-methylene-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: p-toluenesulfonic acid

2: p-toluenesulfonic acid

3: H₂ / Pd/C

4: i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

5: Et₃N / CH₂Cl₂

6: 40 percent / TiCl₃(O-Prⁱ) / CH₂Cl₂ / 1 h / -78 °C

With titanium(IV) trichloride isopropoxide; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane;
DOI:10.3987/R-1987-11-2805