1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

Base Information

Chemical Name:1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne
CAS No.:332842-74-7
Molecular Formula:C₁₈H₂₆O₂
Molecular Weight:274.403
Hs Code.:

Synonyms:1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

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Chemical Property of 1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

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Technology Process of 1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

There total 6 articles about 1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne 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: 99.0%

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

: 74-88-4
methyl iodide

: 332842-74-7
1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

Guidance literature:: (4E)-1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](1S,1R)-5,5-dibromo-1-methoxy-2-methylpent-4-ene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

methyl iodide; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; for 1h; Further stages.;
DOI:10.1021/ol015531m

Reference yield:

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

: 332842-74-7
1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

Guidance literature:: Multi-step reaction with 6 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

6.1: n-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

6.2: 99 percent / DMPU / tetrahydrofuran; various solvent(s) / 1 h

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; 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

: 332842-74-7
1-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](2S,1R)-1-methoxy-2-methylhex-4-yne

Guidance literature:: Multi-step reaction with 5 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

5.1: n-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

5.2: 99 percent / DMPU / tetrahydrofuran; various solvent(s) / 1 h

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