1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

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Chemical Name:1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol
CAS No.:329767-69-3
Molecular Formula:C₂₄H₄₂O₅Si₂
Molecular Weight:466.765
Hs Code.:

Synonyms:1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

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Chemical Property of 1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

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Technology Process of 1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

There total 4 articles about 1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol 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: 39.0%

: 404567-13-1
1,4-anhydro-2-deoxy-1-C-[4-[(methoxymethoxy)methyl]phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

: 329767-69-3
1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at -30 ℃; for 1h;
DOI:10.1021/jo001676f

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 329767-69-3
1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / LiBr; p-TsOH*H₂O / 2 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

2.2: tetrahydrofuran; pentane / 1 h / -78 °C

3.1: 0.13 g / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 °C

4.1: 39 percent / TMSBr / CH₂Cl₂ / 1 h / -30 °C

With triethylsilane; trimethylsilyl bromide; boron trifluoride diethyl etherate; tert.-butyl lithium; toluene-4-sulfonic acid; lithium bromide; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/jo001676f

Reference yield:

: 130534-91-7
1-bromo-4-[(methoxymethyloxy)methyl]benzene

: 329767-69-3
1,4-anhydro-2-deoxy-1-C-[4-(hydroxymethyl)phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

1.2: tetrahydrofuran; pentane / 1 h / -78 °C

2.1: 0.13 g / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 6 h / -78 °C

3.1: 39 percent / TMSBr / CH₂Cl₂ / 1 h / -30 °C

With triethylsilane; trimethylsilyl bromide; boron trifluoride diethyl etherate; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/jo001676f