(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

Base Information

Chemical Name:(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester
CAS No.:637363-48-5
Molecular Formula:C₂₇H₃₁O₈P
Molecular Weight:514.512
Hs Code.:

Synonyms:(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

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Chemical Property of (3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

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Technology Process of (3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

There total 4 articles about (3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-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: 50.0%

: 15205-57-9
tribenzyl phosphite

: 637363-46-3
(3S,5S)-3,5,6-Trihydroxy-hexanoic acid benzyl ester

: 637363-48-5
(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

Guidance literature:: tribenzyl phosphite; With iodine; In dichloromethane; at 0 - 20 ℃; for 0.416667h;

(3S,5S)-3,5,6-Trihydroxy-hexanoic acid benzyl ester; With pyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1016/S0968-0896(03)00191-3

Reference yield:

: 637363-44-1
(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid

: 637363-48-5
(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / K₂CO₃ / dimethylformamide / 23 h / 20 °C

2.1: 38 percent / CuCl₂*2H₂O / propan-2-ol / 2.75 h / 20 °C

3.1: I₂ / CH₂Cl₂ / 0.42 h / 0 - 20 °C

3.2: 50 percent / pyridine / CH₂Cl₂ / 3 h / -78 °C

With iodine; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/S0968-0896(03)00191-3

Reference yield:

: 637363-45-2
(S)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid benzyl ester

: 637363-48-5
(3S,5S)-6-(Bis-benzyloxy-phosphoryloxy)-3,5-dihydroxy-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 38 percent / CuCl₂*2H₂O / propan-2-ol / 2.75 h / 20 °C

2.1: I₂ / CH₂Cl₂ / 0.42 h / 0 - 20 °C

2.2: 50 percent / pyridine / CH₂Cl₂ / 3 h / -78 °C

With iodine; In dichloromethane; isopropyl alcohol;
DOI:10.1016/S0968-0896(03)00191-3