(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide
CAS No.:1445800-52-1
Molecular Formula:C₂₀H₂₅O₇P
Molecular Weight:408.388
Hs Code.:

Synonyms:(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

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Chemical Property of (2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

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Technology Process of (2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

There total 2 articles about (2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-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: 48.0%

: 1384982-09-5
((2S,3R,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-2-methoxy-2-oxido-1,2-oxaphosphinan-6yl)methyl acetate

: 1445800-53-2
(2R,3R,4S,5S,6R)-4,5-Bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

: 1445800-52-1
(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo400864s

Reference yield:

: 1384982-08-4
(2S,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-methoxy-2-oxido-1,2-oxaphosphinan-3yl acetate

: 1445800-52-1
(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / 6 h / 20 °C / Inert atmosphere

2: sodium methylate / methanol / 4 h / 20 °C / Inert atmosphere

With sodium methylate; trifluoroacetic acid; In methanol;
DOI:10.1021/jo400864s

Reference yield:

: triethylammonium (2S,3S,4S,5S,6R)-2-borane-3-acetoxy-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-1,2-oxaphosphinan-2-olate

: 1445800-52-1
(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)-2-methoxy-1,2-oxaphosphinane 2-oxide

: C₄₈H₅₇BO₁₃P₂

Guidance literature:: With dmap; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo400864s