[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

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Chemical Name:[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester
CAS No.:864719-92-6
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

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Chemical Property of [(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

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Technology Process of [(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

There total 6 articles about [(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester 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%

: 100-51-6,185532-71-2
benzyl alcohol

: 740845-35-6
2-{[(2R,3R)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl]methoxy}acetic acid

: 864719-92-6
[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

Guidance literature:: With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2005.06.034

Reference yield:

: 918958-20-0
3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran

: 864719-92-6
[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: TFA / tetrahydrofuran; H₂O

2: 94 percent / NaH / tetrahydrofuran

3: 95 percent / DCC; CSA; DMAP / CH₂Cl₂

With dmap; camphor-10-sulfonic acid; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmcl.2006.10.066

Reference yield:

: 51450-46-5
(2R,3R)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol

: 864719-92-6
[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethoxy]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / CH₂Cl₂

2: TFA / tetrahydrofuran; H₂O

3: 94 percent / NaH / tetrahydrofuran

4: 95 percent / DCC; CSA; DMAP / CH₂Cl₂

With 1H-imidazole; dmap; camphor-10-sulfonic acid; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmcl.2006.10.066