(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate
CAS No.:1384982-24-4
Molecular Formula:C₅₆H₅₅O₁₆P
Molecular Weight:1015.02
Hs Code.:

(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate

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

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

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

There total 10 articles about (2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-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: 64.0%

: (2R,3R,4S,5R,6S)-2-borane-2-((((2S,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2Hpyran-3,4,5-triyl tribenzoate

: 1384982-24-4
(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-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:

: C₅₆H₅₈BO₁₅P

: 1384982-23-3
(2R,3R,5R,6S)-2-((((2S,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyltribenzoate

: 1384982-24-4
(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo400864s

Reference yield:

: (2S,3S,4S,5S,6R)-2-boranyl-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-methoxy-1,2-oxaphosphinan-3-yl acetate

: 1384982-24-4
(2R,3R,4S,5R,6S)-2-((((2R,3S,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-oxido-1,2-oxaphosphinan-2-yl)oxy)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl tribenzoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.2: 4.5 h / 20 °C / Inert atmosphere; Molecular sieve

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

With dmap; 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