ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

Base Information

Chemical Name:ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate
CAS No.:741685-83-6
Molecular Formula:C₃₄H₄₃NO₇
Molecular Weight:577.718
Hs Code.:

Synonyms:ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

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Technology Process of ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

There total 1 articles about ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate 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: 85.0%

: ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-bis(isopropylidenoxy)octanoate

: 741685-83-6
ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

Guidance literature:: With toluene-4-sulfonic acid; In water; acetonitrile; at 60 ℃; for 0.333333h;
DOI:10.1002/ejoc.200300805

Reference yield: 96.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 741685-83-6
ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

: 741685-92-7
ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-8-[(tert-butyldiphenylsilyl)oxy]-7-hydroxyoctanoate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1002/ejoc.200300805

Reference yield:

: 741685-83-6
ethyl (3R,4S,5R,6R,7R)-3-(allylamino)-4,5,6-tris(benzyloxy)-7,8-dihydroxyoctanoate

: 741686-28-2
ethyl [(2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(hydroxymethyl)piperidin-2-yl]acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

2.1: 96 percent / aq. Na₂CO₃ / dioxane / 2 h

3.1: PCC; molecular sieves (4 Angstroem) / CH₂Cl₂ / 12 h

4.1: piperidine / dimethylformamide / 0.33 h

4.2: 140 mg / Na₂SO₄; AcOH; NaBH(OAc)3 / 1,2-dichloro-ethane / 6 h

5.1: 73 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

6.1: 100 percent / dimethylbarbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 2 h / 35 °C

With piperidine; 1H-imidazole; 1,3-dimethylbarbituric acid; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium carbonate; pyridinium chlorochromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300805