(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

Base Information

Chemical Name:(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone
CAS No.:329005-69-8
Molecular Formula:C₁₆H₂₁NO₆
Molecular Weight:323.346
Hs Code.:

Synonyms:(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

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Chemical Property of (3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

Chemical Property:

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Technology Process of (3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

There total 5 articles about (3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-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: 99.0%

: 329005-68-7
(3S,5R)-3-benzyloxymethoxy-5-[(tert-butyldiphenylsilyloxy)methyl]-N-[methoxycarbonylmethyl]-2-pyrrolidinone

: 329005-69-8
(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

Guidance literature:: With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 50 ℃; for 10h;
DOI:10.1021/jo001000k

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 329005-69-8
(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / DIEA / CH₂Cl₂ / 20 °C

2: 59 percent / TFA / CH₂Cl₂ / 0.13 h / 0 °C

3: 100 percent / NaH / tetrahydrofuran / 0 - 20 °C

4: 99 percent / Et₃N*3HF / tetrahydrofuran / 10 h / 50 °C

With sodium hydride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo001000k

Reference yield:

: (5R)-N-tert-butoxycarbonyl-5-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxy-2-pyrrolidinone

: 329005-69-8
(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / DIEA / CH₂Cl₂ / 20 °C

2: 59 percent / TFA / CH₂Cl₂ / 0.13 h / 0 °C

3: 100 percent / NaH / tetrahydrofuran / 0 - 20 °C

4: 99 percent / Et₃N*3HF / tetrahydrofuran / 10 h / 50 °C

With sodium hydride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo001000k