((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

Base Information

Chemical Name:((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester
CAS No.:214149-40-3
Molecular Formula:C₃₀H₃₇O₇P
Molecular Weight:540.593
Hs Code.:

Synonyms:((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

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Chemical Property of ((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

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Technology Process of ((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

There total 2 articles about ((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester 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: 80.0%

: 144668-22-4
((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-hydroxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

: 214149-40-3
((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 5h;
DOI:10.1080/07328309808001879

Reference yield:

: 144668-21-3
(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

: 214149-40-3
((2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylmethyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C to rt

2: 80 percent / Et₃SiH, BF₃*Et₂O / acetonitrile / 5 h / 0 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In acetonitrile;
DOI:10.1080/07328309808001879