(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

Base Information

Chemical Name:(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran
CAS No.:334784-79-1
Molecular Formula:C₂₅H₂₆O₃Se
Molecular Weight:453.44
Hs Code.:

Synonyms:(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

Chemical Property:

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Technology Process of (2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

There total 6 articles about (2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran 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:

: 71098-88-9
N-phenylselanylphthalimide

: 120132-10-7
(2R,3S)-1,3-di-O-benzyl-4-pentene-1,2,3-triol

: 334784-79-1
(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

: 334784-80-4
(2R,3R,4S)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(98)02561-1

Reference yield:

: 212579-64-1
(4R)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)allyl alcohol

: 334784-79-1
(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran

2.1: 100 percent / Dowex 50 W/H⁺ acid resin / methanol / 2 h / 20 °C

3.1: 4-Angstroem molecular sieves; Bu₂SnO / toluene / 48 h / 110 °C

3.2: 71 percent / Bu₄NBr / toluene / 48 h / 70 °C

4.1: camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

With 4 A molecular sieve; Dowex 50 W; H⁺ acid resin; camphor-10-sulfonic acid; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/1099-0690(200102)2001:3<507::AID-EJOC507>3.0.CO;2-R

Reference yield:

: 108275-52-1
(+)-(3S,4R)-3-benzyloxy-4,5-O-isopropylidene-4,5-dihydroxy-1-pentene

: 334784-79-1
(2R,3R,4R)-3-benzyloxy-2-benzyloxymethyl-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / Dowex 50 W/H⁺ acid resin / methanol / 2 h / 20 °C

2.1: 4-Angstroem molecular sieves; Bu₂SnO / toluene / 48 h / 110 °C

2.2: 71 percent / Bu₄NBr / toluene / 48 h / 70 °C

3.1: camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

With 4 A molecular sieve; Dowex 50 W; H⁺ acid resin; camphor-10-sulfonic acid; di(n-butyl)tin oxide; In methanol; dichloromethane; toluene;
DOI:10.1002/1099-0690(200102)2001:3<507::AID-EJOC507>3.0.CO;2-R