(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:159580-64-0
Molecular Formula:C₂₀H₂₉NO₆
Molecular Weight:379.453
Hs Code.:

Synonyms:(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 12 articles about (3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl 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: 84.0%

: 107-30-2
chloromethyl methyl ether

: (R)-5-Benzyloxymethyl-3-hydroxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159580-64-0
(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159580-63-9
(3R,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 159580-64-0
(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 39 percent / 2M sodium hydroxide, sodium borohydride / H₂O / 3.5 h / Ambient temperature

2: 83 percent / thionyl chloride / 3 h / Heating

3: 92 percent / lithium chloride, sodium borohydride / ethanol; tetrahydrofuran / 2 h / Ambient temperature

4: 96 percent / NaH / dimethylformamide; paraffin / 1 h / Ambient temperature

5: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

6: 96 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

7: 97 percent / 3 h / 75 °C

8: 85 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

9: 83 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

10: 14 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; ammonium cerium(IV) nitrate; sodium hydride; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; triethylamine; N,N-dimethyl-formamide; acetonitrile; paraffin;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield:

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

: 159580-64-0
(3S,5R)-5-Benzyloxymethyl-3-methoxymethoxymethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

2: 97 percent / 3 h / 75 °C

3: 85 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

4: 83 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

5: 14 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / Ambient temperature

With hydrogenchloride; dmap; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; triethylamine; acetonitrile;
DOI:10.1016/S0040-4020(01)80643-8