(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

Base Information

Chemical Name:(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide
CAS No.:214072-04-5
Molecular Formula:C₃₀H₃₃NO₃
Molecular Weight:455.597
Hs Code.:

Synonyms:(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

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Chemical Property of (2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

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Technology Process of (2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

There total 12 articles about (2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide 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: 82.0%

: 214072-03-4
(2R)-2-benzyl-3-butenoyl chloride

: 214072-02-3
1-[N-(1'S)-(1'-benzyl-prop-2'-enyl)amino]methyl-2,4-dimethoxybenzene

: 214072-04-5
(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

Guidance literature:: 1-[N-(1'S)-(1'-benzyl-prop-2'-enyl)amino]methyl-2,4-dimethoxybenzene; With benzenesulfonamide; In dichloromethane; at 20 ℃; for 1h;

(2R)-2-benzyl-3-butenoyl chloride; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1016/S0040-4020(02)00795-0

Reference yield:

: 100841-19-8
(S)-(-)-3-Phenyl-2-triphenylmethylamino-1-propanol

: 214072-04-5
(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2.1: 72 percent / n-BuLi / tetrahydrofuran / -78 °C

3.1: 32 percent HCl / acetone / Heating

4.1: 61 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 16 h / 20 °C

5.1: BSA / CH₂Cl₂ / 1 h / 20 °C

5.2: 82 percent / CH₂Cl₂ / 18 h / 0 - 20 °C

With hydrogenchloride; benzenesulfonamide; n-butyllithium; oxalyl dichloride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetone; 1.1: Swern oxidation / 2.1: Wittig reaction;
DOI:10.1016/S0040-4020(02)00795-0

Reference yield:

: 107591-60-6
N-trityl-(S)-phenylalaninal

: 214072-04-5
(2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 72 percent / n-BuLi / tetrahydrofuran / -78 °C

2.1: 32 percent HCl / acetone / Heating

3.1: 61 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 16 h / 20 °C

4.1: BSA / CH₂Cl₂ / 1 h / 20 °C

4.2: 82 percent / CH₂Cl₂ / 18 h / 0 - 20 °C

With hydrogenchloride; benzenesulfonamide; n-butyllithium; sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; acetone; 1.1: Wittig reaction;
DOI:10.1016/S0040-4020(02)00795-0