tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

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Chemical Name:tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate
CAS No.:1597406-76-2
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

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Chemical Property of tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

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Technology Process of tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

There total 2 articles about tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate 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: 89.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1599441-37-8
C₁₄H₂₀O₄

: 1597406-76-2
tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

Guidance literature:: C₁₄H₂₀O₄; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.0833333h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2h;
DOI:10.1002/chem.201303841

Reference yield:

: 1,5-Anhydro-2-deoxy-3-O-methyl-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 1597406-76-2
tert-butyl 2-{[(2R,3S,4R)-3-(benzyloxy)-4-methoxytetrahydro-2H-pyran-2-yl]methoxy}acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane-THF / dichloromethane; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C

2.2: 2 h / 0 - 20 °C

With borane-THF; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1002/chem.201303841