1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

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Chemical Name:1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene
CAS No.:476452-92-3
Molecular Formula:C₂₄H₄₂O₃Si₂
Molecular Weight:434.767
Hs Code.:

Synonyms:1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

There total 8 articles about 1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene 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: 93.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 476452-91-2
(2S,3R)-1-(4-Methoxy-benzyloxy)-3-methyl-6-trimethylsilanyl-hex-5-yn-2-ol

: 476452-92-3
1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 22h;
DOI:10.1021/ja027883+

Reference yield:

: 143833-81-2
(Z)-4-(4-methoxybenzyloxy)but-2-en-1-ol

: 476452-92-3
1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: (-)-diethyl tartrate; Ti(O-iPr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 48 h / -20 °C

2.1: diethyl ether / 3.5 h / -50 - -20 °C

3.1: pyridine / 40 h / 0 - 4 °C

4.1: NaH / tetrahydrofuran / 4 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 - 0 °C

5.2: BF₃*Et₂O / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.3: tetrahydrofuran; hexane / 0.75 h / -78 °C

6.1: imidazole / dimethylformamide / 22 h

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; sodium hydride; (-)-diethyl tartrate; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja0533646

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 476452-92-3
1-[(2S,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-6-trimethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / NaH / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

2.1: (-)-diethyl tartrate; Ti(O-iPr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 48 h / -20 °C

3.1: diethyl ether / 3.5 h / -50 - -20 °C

4.1: pyridine / 40 h / 0 - 4 °C

5.1: NaH / tetrahydrofuran / 4 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 - 0 °C

6.2: BF₃*Et₂O / tetrahydrofuran; hexane / 0.17 h / -78 °C

6.3: tetrahydrofuran; hexane / 0.75 h / -78 °C

7.1: imidazole / dimethylformamide / 22 h

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; sodium hydride; (-)-diethyl tartrate; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja0533646