Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

Base Information

Chemical Name:Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate
CAS No.:144912-02-7
Molecular Formula:C₂₄H₃₅O₈PS
Molecular Weight:514.577
Hs Code.:

Synonyms:Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

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Chemical Property of Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

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Technology Process of Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

There total 4 articles about Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate 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: 65.0%

: 144912-07-2
6-(Benzyloxy)-5-(p-toluenesulfonyloxy)-1,2-epoxyhexane

: 762-04-9
phosphonic acid diethyl ester

: 144912-02-7
Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; 1.) -78 deg C, 15 min, 2.) -78 deg C, 2 h;
DOI:10.1021/jo00073a043

Reference yield:

: 2930-05-4
Benzyloxymethyl-oxiran

: 144912-02-7
Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / Li₂CuCl₄ / diethyl ether; tetrahydrofuran / 1 h / -78 °C

2: 90 percent / pyridine / 36 h / Ambient temperature

3: 88 percent / m-CPBA / CH₂Cl₂ / Ambient temperature

4: 65 percent / N-BuLi, BF₃*Et₂O / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 2 h

With pyridine; n-butyllithium; dilithium tetrachlorocuprate; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00073a043

Reference yield:

: 131830-52-9
1-O-Benzylhex-5-ene-1,2-diol

: 144912-02-7
Diethyl 6-(benzyloxy)-2-hydroxy-5-(p-toluenesulfonyloxy)hexanephosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / 36 h / Ambient temperature

2: 88 percent / m-CPBA / CH₂Cl₂ / Ambient temperature

3: 65 percent / N-BuLi, BF₃*Et₂O / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 2 h

With pyridine; n-butyllithium; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo00073a043