1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

Base Information

Chemical Name:1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol
CAS No.:931430-98-7
Molecular Formula:C₂₁H₃₆O₄Si
Molecular Weight:380.6
Hs Code.:

Synonyms:1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

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Chemical Property of 1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

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Technology Process of 1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

There total 3 articles about 1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol 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: 94.0%

: 931430-93-2
4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

: 100-39-0
benzyl bromide

: 931430-98-7
1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

Guidance literature:: 4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol; With sodium hydride; In tetrahydrofuran; at 25 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; at 25 ℃; for 24h;
DOI:10.1016/j.tet.2006.12.078

Reference yield:

: 931430-90-9
2,3-O-isopropylidene-2-C-(p-toluenesulfonyloxymethyl)-D-erythrofuranose

: 931430-98-7
1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / LiAlH₄ / tetrahydrofuran / 10 h / Heating

2.1: NaH / tetrahydrofuran / 0.75 h / 25 °C

2.2: 49 percent / tetrahydrofuran / 25 °C

3.1: NaH / tetrahydrofuran / 1 h / 25 °C

3.2: 94 percent / tetrahydrofuran / 24 h / 25 °C

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;
DOI:10.1016/j.tet.2006.12.078

Reference yield:

: 77587-29-2
2-C-methyl-2,3-O-isopropylidene-D-erythritol

: 931430-98-7
1-O-benzyl-4-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.75 h / 25 °C

1.2: 49 percent / tetrahydrofuran / 25 °C

2.1: NaH / tetrahydrofuran / 1 h / 25 °C

2.2: 94 percent / tetrahydrofuran / 24 h / 25 °C

With sodium hydride; In tetrahydrofuran;
DOI:10.1016/j.tet.2006.12.078