(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

Base Information

Chemical Name:(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol
CAS No.:606147-95-9
Molecular Formula:C₁₅H₂₃NO₄
Molecular Weight:281.352
Hs Code.:

Synonyms:(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

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Chemical Property of (2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

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Technology Process of (2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

There total 4 articles about (2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol 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: 100.0%

: 606147-94-8
(2S,3S,4R)-4-amino-1-O-benzyl-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

: 606147-95-9
(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

Guidance literature:: With sodium; In diethyl ether; ammonia; at -50 ℃; for 0.25h;
DOI:10.1002/ejoc.200300091

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 606147-95-9
(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / anhydrous magnesium sulfate / CH₂Cl₂ / 4 h / 20 °C

2: Et₂AlCl / tetrahydrofuran / 6 h / -20 °C

3: 93 percent / hydrogen / Pearlman's catalyst / methanol / 24 h / 77574.3 Torr

4: 100 percent / sodium / diethyl ether; liquid ammonia / 0.25 h / -50 °C

With hydrogen; sodium; diethylaluminium chloride; magnesium sulfate; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ammonia;
DOI:10.1002/ejoc.200300091

Reference yield:

: 152390-96-0,885500-75-4
(Z)-N-(4-O-benzyl-1-deoxy-2,3-O-isopropylidene-L-ylidene)benzylamine-N-oxide

: 606147-95-9
(2S,3S,4R)-4-amino-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: Et₂AlCl / tetrahydrofuran / 6 h / -20 °C

2: 93 percent / hydrogen / Pearlman's catalyst / methanol / 24 h / 77574.3 Torr

3: 100 percent / sodium / diethyl ether; liquid ammonia / 0.25 h / -50 °C

With hydrogen; sodium; diethylaluminium chloride; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ammonia;
DOI:10.1002/ejoc.200300091