(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

Base Information

Chemical Name:(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol
CAS No.:1310019-01-2
Molecular Formula:C₂₉H₃₃NO₃
Molecular Weight:443.586
Hs Code.:

Synonyms:(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

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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 (2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

Chemical Property:

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Technology Process of (2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

There total 7 articles about (2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol 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: 75.0%

: 1310019-04-5
1,2-O-isopropylidene-5-O-benzyl-3-deoxy-3-dibenzylamino-α-D-ribofuranose

: 762-72-1
allyl-trimethyl-silane

: 1310019-01-2
(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

Guidance literature:: 1,2-O-isopropylidene-5-O-benzyl-3-deoxy-3-dibenzylamino-α-D-ribofuranose; allyl-trimethyl-silane; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;

With water; sodium hydrogencarbonate; In dichloromethane; optical yield given as %de; diastereoselective reaction; Saturated solution;
DOI:10.1021/jo200639t

Reference yield:

: 1310018-99-5
1,2-O-isopropylidene-5-O-benzyl-3-deoxy-3-benzylamino-α-D-ribofuranose

: 1310019-01-2
(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / acetonitrile / 24 h / 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2.2: Saturated solution

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; In dichloromethane; acetonitrile;
DOI:10.1021/jo200639t

Reference yield:

: 34311-63-2
5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose

: 1310019-01-2
(2S,3R,4S,5S)-2-allyl-5-(benzyloxymethyl)-4-(dibenzylamino)-tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium tetrachloride / tetrahydrofuran / 0 °C

1.2: -30 °C

2.1: sodium hydrogencarbonate / acetonitrile / 24 h / 20 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

3.2: Saturated solution

With boron trifluoride diethyl etherate; titanium tetrachloride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo200639t