Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

Base Information

Chemical Name:Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester
CAS No.:203389-77-9
Molecular Formula:C₃₂H₃₃O₇P
Molecular Weight:560.584
Hs Code.:

Synonyms:Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

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Chemical Property of Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

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Technology Process of Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

There total 11 articles about Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl 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: 82.0%

: 203389-76-8
Phosphoric acid dibenzyl ester (2R,3R)-2,3-bis-benzyloxy-4-hydroxy-butyl ester

: 203389-77-9
Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/j.tetlet.2006.11.091

Reference yield:

: 113350-84-8
(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol

: 203389-77-9
Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / NaH / tetrahydrofuran

2: 81 percent / tetrazole; mCPBA / CH₂Cl₂

3: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran

4: 82 percent / PCC; 3 Angstroem molecular sieves / CH₂Cl₂

With 1H-tetrazole; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.11.091

Reference yield:

: 100-39-0
benzyl bromide

: 203389-77-9
Phosphoric acid dibenzyl ester (2R,3S)-2,3-bis-benzyloxy-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / thallous ethoxide / acetonitrile / 1.) 55 deg C, 48 h, 2.) room temp., 12 h

2: 83.3 percent / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

3: 40 percent / CCl₄; pyridine / 12 h / Ambient temperature

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -10 deg C, 10 min, 2.) CH₂Cl₂, -10 deg C, 5 min

With lithium aluminium tetrahydride; oxalyl dichloride; thallium (I) ethoxide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; tetrachloromethane; acetonitrile;
DOI:10.1021/jo971933p