(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

Base Information

Chemical Name:(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene
CAS No.:332842-73-6
Molecular Formula:C₁₇H₂₄Br₂O₂
Molecular Weight:420.184
Hs Code.:

Synonyms:(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

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Chemical Property of (4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

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Technology Process of (4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

There total 5 articles about (4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene 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:

: 558-13-4
carbon tetrabromide

: 332842-72-5
(3S,4R,5S)-6-Benzyloxy-4-methoxy-3,5-dimethyl-hexanal

: 332842-73-6
(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

Guidance literature:: With triphenylphosphine; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ol015531m

Reference yield:

: 79027-28-4
(2S)-3-(benzyloxy)-2-methylpropanal

: 332842-73-6
(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / TiCl₄

2.1: KH / tetrahydrofuran / 0.5 h / -5 °C

2.2: 92 percent / tetrahydrofuran / 2.5 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 6 h / sonication

3.2: 88 percent / H₂O₂ / methanol; tetrahydrofuran; various solvent(s)

4.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 0 °C

5.1: 1.6 g / PPh₃ / CH₂Cl₂ / 0.5 h / -78 °C

With 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; titanium tetrachloride; potassium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015531m

Reference yield:

: 106357-30-6
1-benzyloxy-2(S),4(S)-dimethyl-hex-5-en-3(R)-ol

: 332842-73-6
(4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: KH / tetrahydrofuran / 0.5 h / -5 °C

1.2: 92 percent / tetrahydrofuran / 2.5 h / 20 °C

2.1: 9-BBN / tetrahydrofuran / 6 h / sonication

2.2: 88 percent / H₂O₂ / methanol; tetrahydrofuran; various solvent(s)

3.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 1.6 g / PPh₃ / CH₂Cl₂ / 0.5 h / -78 °C

With 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015531m