(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

Base Information

Chemical Name:(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide
CAS No.:195004-98-9
Molecular Formula:C₂₆H₂₉O₆P
Molecular Weight:468.486
Hs Code.:

Synonyms:(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

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Technology Process of (2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

There total 2 articles about (2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[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: 71.0%

: 100-39-0
benzyl bromide

: 195004-90-1
(2S,3S,4S,5R)-4,5-Bis-benzyloxy-2-methoxy-2-oxo-2λ⁵-[1,2]oxaphosphinan-3-ol

: 195004-98-9
(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; paraffin; at 25 ℃; for 2.5h;
DOI:10.1021/jo9706382

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: (4S,5R)-4,5-Bis-benzyloxy-2-methoxy-2-oxo-2λ⁵-[1,2]oxaphosphinan-3-ol

: 195004-98-9
(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

: (2R,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; at 25 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1021/jo9706382

Reference yield:

: 195004-98-9
(2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-methoxy-[1,2]oxaphosphinane 2-oxide

: (2S,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-oxo-2λ⁵-[1,2]oxaphosphinan-2-ol

Guidance literature:: With hydrogenchloride; trimethylsilyl bromide; Yield given. Multistep reaction; 1.) CH₂Cl₂, reflux, 1 h, 2.) 25 deg C, 15 min;
DOI:10.1021/jo9706382