(-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol

Base Information

• Chemical Name: (-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol
• CAS No.: 104712-73-4
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.426

Synonyms:(-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol

Chemical Property of (-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol

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Technology Process of (-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol

There total 1 articles about (-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol 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:

(R)-1-phenyl-ethyl-amine (3886-69-9) + DL-(1α,2β,3β,4β,5β,6α)-2,3-Anhydro-1-O,6-N-carbonyl-4,5-O-isopropylidene-6-(methylamino)-1,2,3,4,5-cyclohexanepentol (88563-89-7) → (-)-(1S*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol (104712-73-4) + (+)-(1R*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol (104619-34-3) + (-)-(1S)-(1α,2α,3β,4α,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-3-<(R)-(1-phenylethyl)amino>-1,2,4,5-cyclohexanetetrol (88643-00-9) + (+)-(1R)-(1α,2α,3β,4α,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-3-<(R)-(1-phenylethyl)amino>-1,2,4,5-cyclohexanetetrol (88563-92-2)

Guidance literature:

In propan-1-ol; at 100 ℃; for 72h; Product distribution; other solvents (and) Al₂O₃;

DOI:10.1002/jlac.198619861201

Reference yield: 89.0%

acetic anhydride (108-24-7) + (-)-(1S*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol (104712-73-4) → (-)-(1S*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol 3-Acetate (104712-74-5)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 24h;

DOI:10.1002/jlac.198619861201

upstream raw materials:

(R)-1-phenyl-ethyl-amine

DL-(1α,2β,3β,4β,5β,6α)-2,3-Anhydro-1-O,6-N-carbonyl-4,5-O-isopropylidene-6-(methylamino)-1,2,3,4,5-cyclohexanepentol

Downstream raw materials:

(-)-(1S^*)-(1α,2α,3α,4β,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-4-<(R)-(1-phenylethyl)amino>-1,2,3,5-cyclohexanetetrol 3-Acetate

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