(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

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Chemical Name:(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
CAS No.:1384982-20-0
Molecular Formula:C₆₁H₅₉O₁₅P
Molecular Weight:1063.1
Hs Code.:

(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Synonyms:(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

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Chemical Property of (2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

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Technology Process of (2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

There total 6 articles about (2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 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: 79.0%

: (2S,3R,4S,5R,6R)-2-methoxy-6-((((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2-borane-2Hpyran-3,4,5-triyl tribenzoate

: 1384982-20-0
(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

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

: 1384982-20-0
(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; 4-nitro-1H-1,2,3-triazole / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With dimethylsulfide borane complex; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 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

: 1384982-20-0
(2S,3R,4S,5R,6R)-2-methoxy-6-((((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

5: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; 4-nitro-1H-1,2,3-triazole / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With Lawessons reagent; dimethylsulfide borane complex; n-Bu₄NHSO₄; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 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