{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

Base Information

Chemical Name:{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide
CAS No.:82599-03-9
Molecular Formula:Br*C₃₃H₃₄ClNO₃P
Molecular Weight:638.969
Hs Code.:

Synonyms:{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

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Chemical Property of {(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

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Technology Process of {(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

There total 1 articles about {(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide 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: 74.0%

: 90605-50-8
[5-((E)-4-Bromo-2-methyl-but-2-enyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

: 603-35-0
triphenylphosphine

: 91384-60-0
{(Z)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

: 82599-03-9
{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

Guidance literature:: In nitromethane; at 60 ℃; for 24h;
DOI:10.1021/jo00193a015

Reference yield:

: 82599-03-9
{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

: 82599-04-0
{2-Chloro-3-methoxy-5-[(E)-2-methyl-4-(triphenyl-λ⁵-phosphanylidene)-but-2-enyl]-phenyl}-methyl-carbamic acid methyl ester

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; N,N-dimethyl-formamide; pentane; 1. -78 deg C/30 min 2. -63 deg C/15 min;
DOI:10.1021/jo00193a015

Reference yield:

: 82599-03-9
{(E)-4-[4-Chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-3-methyl-but-2-enyl}-triphenyl-phosphonium; bromide

: 82599-08-4
{(2S,3S)-3-[(6E,8E)-(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxy)-10-(4-chloro-3-methoxy-5-methylamino-phenyl)-4,4,5-trimethoxy-1,9-dimethyl-deca-6,8-dienyl]-2-methyl-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: tert-butyllithium / tetrahydrofuran; dimethylformamide; pentane / 1. -78 deg C/30 min 2. -63 deg C/15 min

2: 78 percent / tetrahydrofuran; dimethylformamide; pentane / 17 h

3: 1.46 g / acetic acid / tetrahydrofuran; H₂O / 48 h / -10 °C

4: 1. NaBH₄ 2. 12 N KOH / 1. CH₃OH, 0 deg C, 15 min 2. EtOH-H₂O, reflux, 22 h

5: 1. titanium tetraisopropoxide 2. tert-butyl hydroperoxide / 1. CH₂Cl₂, -20 deg C, 10 min 2. 1,2-dichlorethane, -20 deg C, 1.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; tert.-butyl lithium; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo00193a015