(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

Base Information

Chemical Name:(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester
CAS No.:541513-95-5
Molecular Formula:C₃₈H₄₉O₁₀P
Molecular Weight:696.775
Hs Code.:

Synonyms:(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

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Chemical Property of (2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

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Technology Process of (2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

There total 9 articles about (2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl 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: 81.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 541513-71-7
(2R,3S,5S)-6-[bis(benzyloxy)phosphoryloxy]-3,5-dihydroxy-2-methylhexanoic acid benzyl ester

: 541513-95-5
(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1039/b210606j

Reference yield:

: 15205-57-9
tribenzyl phosphite

: 541513-95-5
(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: I₂ / CH₂Cl₂ / 0.42 h / 0 - 20 °C

2: 370 mg / pyridine / CH₂Cl₂ / 5 h / -78 °C

3: 81 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With pyridine; iodine; pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1039/b210606j

Reference yield:

: 100-39-0
benzyl bromide

: 541513-95-5
(2R,3S,5S)-6-bis(benzyloxy)phosphoryloxy-2-methyl-3,5-bis(tetrahydropyran-2-yloxy)hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

2: 69 percent / CuCl₂*2H₂O / propan-2-ol / 2 h / 20 °C

3: 370 mg / pyridine / CH₂Cl₂ / 5 h / -78 °C

4: 81 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With pyridine; pyridinium p-toluenesulfonate; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1039/b210606j