(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

Base Information

Chemical Name:(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone
CAS No.:152500-34-0
Molecular Formula:C₂₀H₂₉NO₆
Molecular Weight:379.453
Hs Code.:

Synonyms:(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

Suppliers and Price of (3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

There total 15 articles about (3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone 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: 11.0%

: 107-30-2
chloromethyl methyl ether

: (S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-hydroxymethyl-2-pyrrolidinone

: 152500-33-9
(3S,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

: 152500-34-0
(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

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

Reference yield:

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

: 152500-34-0
(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

2: 99 percent / 3 h / 75 °C

3: 89 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

4: 81 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

5: 11 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

Reference yield:

: 152500-26-0
(S)-5-(hydroxymethyl)-1-(4-methoxyphenylmethyl)-2-pyrrolidinone

: 152500-34-0
(3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 7 steps

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

2: 83 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

3: 98 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

4: 99 percent / 3 h / 75 °C

5: 89 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

6: 81 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

7: 11 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / Ambient temperature

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