(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

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Chemical Name:(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran
CAS No.:294637-63-1
Molecular Formula:C₂₇H₂₆BrClO₄
Molecular Weight:529.858
Hs Code.:

Synonyms:(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

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Chemical Property of (2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

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Technology Process of (2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

There total 5 articles about (2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran 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: 86.0%

: 294637-62-0
[(2R,3S,4R)-4-(4-Bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

: 100-39-0
benzyl bromide

: 294637-63-1
(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: [(2R,3S,4R)-4-(4-Bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane; With tetrabutyl ammonium fluoride; acetic acid;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/ja0008665

Reference yield:

: 137915-37-8
1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

: 294637-63-1
(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO

1.2: 86 percent / TBAI

2.1: 80 percent / NaH / dimethylformamide; various solvent(s) / 0.5 h / 20 °C

3.1: TBAF; HOAc

3.2: 86 percent / NaH / dimethylformamide; various solvent(s) / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; di(n-butyl)tin oxide; acetic acid; In N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Etherification / 2.1: Etherification / 3.1: acidolysis / 3.2: Etherification;
DOI:10.1021/ja0008665

Reference yield:

: 622-95-7
4-chlorobenzyl bromide

: 294637-63-1
(2R,3S,4R)-2-Benzyloxymethyl-4-(4-bromo-benzyloxy)-3-(4-chloro-benzyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / NaH / dimethylformamide; various solvent(s) / 0.5 h / 20 °C

2.1: TBAF; HOAc

2.2: 86 percent / NaH / dimethylformamide; various solvent(s) / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In N,N-dimethyl-formamide; 1.1: Etherification / 2.1: acidolysis / 2.2: Etherification;
DOI:10.1021/ja0008665