(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

Base Information

Chemical Name:(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone
CAS No.:321887-35-8
Molecular Formula:C₃₀H₃₁NO₃
Molecular Weight:453.581
Hs Code.:

Synonyms:(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

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Chemical Property of (3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

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Technology Process of (3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

There total 6 articles about (3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-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: 95.0%

: 106-95-6
allyl bromide

: 321887-33-6
(3S,4S,5R)-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

: 321887-35-8
(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo0012187

Reference yield:

: 100-39-0
benzyl bromide

: 321887-35-8
(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 86 percent / 1 h / 20 °C

2.1: 85 percent / H₂ / Lindlar catalyst / benzene / 0.67 h / 2068.65 Torr

3.1: 77 percent / CAN / acetonitrile / 1 h / 0 °C

4.1: 95 percent / NaH; nBu₄NI / tetrahydrofuran / 1 h / 20 °C

With ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo0012187

Reference yield:

: 321887-26-7
(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

: 321887-35-8
(3S,4S,5R)-1-allyl-3-benzyloxy-4-benzyloxymethyl-5-(2-phenylethenyl)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 86 percent / 1 h / 20 °C

2.1: 85 percent / H₂ / Lindlar catalyst / benzene / 0.67 h / 2068.65 Torr

3.1: 77 percent / CAN / acetonitrile / 1 h / 0 °C

4.1: 95 percent / NaH; nBu₄NI / tetrahydrofuran / 1 h / 20 °C

With ammonium cerium(IV) nitrate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo0012187