Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

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Chemical Name:Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine
CAS No.:289493-25-0
Molecular Formula:C₂₅H₄₁NO₃Si
Molecular Weight:431.691
Hs Code.:

Synonyms:Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

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Chemical Property of Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

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Technology Process of Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

There total 1 articles about Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine 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: 65.0%

: 106-95-6
allyl bromide

: 100-46-9
benzylamine

: methyl 6-deoxy-6-iodo-3,4-isopropylidene-2-O-(tert-butyldimethylsilyl)-D-galactopyranoside

: 289493-25-0
Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

Guidance literature:: benzylamine; methyl 6-deoxy-6-iodo-3,4-isopropylidene-2-O-(tert-butyldimethylsilyl)-D-galactopyranoside; With zinc; In tetrahydrofuran; sonication;

allyl bromide; In tetrahydrofuran; Further stages.; sonication;
DOI:10.1021/ol006182j

Reference yield:

: 289493-25-0
Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

: N-benzyl-N-[4-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-5-yl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine

2: 98 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 20 °C

With pyridine; Grubbs catalyst first generation; In dichloromethane; 1: Acetylation / 2: ring-closing metathesis;
DOI:10.1021/ol006182j

Reference yield:

: 289493-25-0
Benzyl-{1-[(S)-(tert-butyl-dimethyl-silanyloxy)-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl]-but-3-enyl}-amine

: N-benzyl-N-[4-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-4,5,6,8a-tetrahydro-3aH-cyclohepta[1,3]dioxol-5-yl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: 93 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 20 °C

With triethylamine; Grubbs catalyst first generation; In dichloromethane; 1: Acylation / 2: ring-closing metathesis;
DOI:10.1021/ol006182j