(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

Base Information

Chemical Name:(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide
CAS No.:1384982-21-1
Molecular Formula:C₄₄H₄₉O₈P
Molecular Weight:736.842
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

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Chemical Property of (2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

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Technology Process of (2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

There total 7 articles about (2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide 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: 43.0%

: (2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-borane-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane

: 1384982-21-1
(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/ja305104b

Reference yield:

: 1384982-17-5
(2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6((benzyloxy)methyl)-2-methoxy-1,2-oxaphosphinane 2-sulfide

: 1384982-21-1
(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 3.5 h / Inert atmosphere

2.1: thiophenol / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; 4-nitro-1H-1,2,3-triazole / tetrahydrofuran; toluene / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 20 °C / Inert atmosphere; Molecular sieve

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With dimethylsulfide borane complex; thiophenol; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 4-nitro-1H-1,2,3-triazole; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja305104b

Reference yield:

: 158414-26-7
(2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxy-2-methoxy-1,2-oxaphosphinane-2-oxide

: 1384982-21-1
(2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-(4-(4-methoxyphenyl)butoxy)-1,2-oxaphosphinane-2-oxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-Bu₄NHSO₄; sodium hydroxide / dichloromethane / 1.5 h / Inert atmosphere; Reflux

2.1: Lawessons reagent / toluene / 24 h / 70 °C / Inert atmosphere

3.1: dimethylsulfide borane complex / tetrahydrofuran / 3.5 h / Inert atmosphere

4.1: thiophenol / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; 4-nitro-1H-1,2,3-triazole / tetrahydrofuran; toluene / 1 h / 20 °C / Inert atmosphere; Molecular sieve

5.2: 20 °C / Inert atmosphere; Molecular sieve

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With Lawessons reagent; dimethylsulfide borane complex; n-Bu₄NHSO₄; thiophenol; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; 4-nitro-1H-1,2,3-triazole; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja305104b