{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

Base Information

Chemical Name:{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate
CAS No.:804566-32-3
Molecular Formula:C₂₁H₃₀BrNO₃
Molecular Weight:424.378
Hs Code.:

Synonyms:{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

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Chemical Property of {1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

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Technology Process of {1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

There total 3 articles about {1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate 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:

: 1122-91-4
4-bromo-benzaldehyde

: 432555-23-2
(2-methyl-1-cyclopentenyl)methyl N,N-diisopropylcarbamate

: {1Z,1[2R,2(1S)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

: 804566-32-3
{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

Guidance literature:: (2-methyl-1-cyclopentenyl)methyl N,N-diisopropylcarbamate; With n-butyllithium; (-)-sparteine; In hexane; toluene; at -78 ℃; for 0.166667h;

With titanium tris(diethylamido)chloride; In hexane; toluene; at -78 ℃; for 2h;

4-bromo-benzaldehyde; In hexane; toluene; at -78 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1002/ejoc.200500283

Reference yield:

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 804566-32-3
{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 58 percent / NaH / tetrahydrofuran; hexane / 16 h / Heating

2.1: sec-BuLi; TMEDA; (-)-sparteine / toluene / -78 °C

2.2: Ti(OiPr)3 / toluene / -78 °C

2.3: toluene / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; (-)-sparteine; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/1099-0690(20022)2002:3<414::aid-ejoc414>3.0.co;2-2

Reference yield:

: 81328-62-3
(2-methylcyclopent-1-enyl)methanol

: 804566-32-3
{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 58 percent / NaH / tetrahydrofuran; hexane / 16 h / Heating

2.1: sec-BuLi; TMEDA; (-)-sparteine / toluene / -78 °C

2.2: Ti(OiPr)3 / toluene / -78 °C

2.3: toluene / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; (-)-sparteine; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/1099-0690(20022)2002:3<414::aid-ejoc414>3.0.co;2-2