(E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

Base Information

Chemical Name:(E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)
CAS No.:630126-50-0
Molecular Formula:C₂₆H₃₄N₂O₈
Molecular Weight:502.565
Hs Code.:

Synonyms:(E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

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Chemical Property of (E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

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Technology Process of (E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

There total 2 articles about (E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide) 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: 89.0%

: 630126-49-7
(2R,3S)-2-Benzyloxy-3-hydroxy-pent-4-enoic acid methoxy-methyl-amide

: 630126-50-0
(E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; Heating;
DOI:10.1016/j.tetlet.2003.09.021

Reference yield:

: 104410-43-7
(4R,5S)-3-(2-(benzyloxy) acetyl)-4-methyl-5-phenyloxazolidin-2-one

: 630126-50-0
(E)-(2R,3S,6S,7R)-2,7-Bis-benzyloxy-3,6-dihydroxy-oct-4-enedioic acid bis-(methoxy-methyl-amide)

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 0 °C

1.2: CH₂Cl₂ / -78 °C

1.3: 92 percent / H₂O₂; MeOH / CH₂Cl₂ / 0 °C / pH 7

2.1: 81 percent / Me₃Al / CH₂Cl₂ / 0 - 20 °C

3.1: 89 percent / Grubbs catalyst / CH₂Cl₂ / Heating

With Grubbs catalyst first generation; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; triethylamine; In dichloromethane; 1.2: Evans aldol reaction;
DOI:10.1016/j.tetlet.2003.09.021