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

Base Information

Chemical Name:1-[(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-triethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene
CAS No.:200341-81-7
Molecular Formula:C₂₈H₅₀O₃Si₂
Molecular Weight:490.874
Hs Code.:

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

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

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

There total 13 articles about 1-[(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-triethylsilanyl-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: 95.0%

: 994-30-9
triethylsilyl chloride

: 200341-80-6
(+)-tert-butyl(((2S,3S,4S)-6,6-dibromo-1-((4-methoxybenzyl)-oxy)-2,4-dimethylhex-5-en-3-yl)oxy)dimethylsilane

: 200341-81-7
1-[(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-triethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1246/cl.1997.1193

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 200341-81-7
1-[(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-triethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 13 steps

1: PPTS / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran

3: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -70 °C

4: NaH / tetrahydrofuran / 0 °C

5: 92 percent / DIBAL-H / CH₂Cl₂ / 0 °C

6: 95 percent / (-)-DIPT, Ti(OiPr)4, TBHP, 4A-Ms / CH₂Cl₂ / 0 °C

7: 92 percent / diethyl ether / -40 °C

8: pyridine / CH₂Cl₂ / 0 °C

9: pyridine / CH₂Cl₂ / 0 °C

10: DIBAL-H / CH₂Cl₂ / -78 °C

11: Dess-Martin periodinane / CH₂Cl₂

12: 95 percent / HMPT / tetrahydrofuran / 0 °C

13: 95 percent / BuLi / tetrahydrofuran / -78 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.1193

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 200341-81-7
1-[(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-triethylsilanyl-hex-5-ynyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / tetrahydrofuran / 0 °C

2: 92 percent / DIBAL-H / CH₂Cl₂ / 0 °C

3: 95 percent / (-)-DIPT, Ti(OiPr)4, TBHP, 4A-Ms / CH₂Cl₂ / 0 °C

4: 92 percent / diethyl ether / -40 °C

5: pyridine / CH₂Cl₂ / 0 °C

6: pyridine / CH₂Cl₂ / 0 °C

7: DIBAL-H / CH₂Cl₂ / -78 °C

8: Dess-Martin periodinane / CH₂Cl₂

9: 95 percent / HMPT / tetrahydrofuran / 0 °C

10: 95 percent / BuLi / tetrahydrofuran / -78 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.1193