(2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran

Base Information

• Chemical Name: (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran
• CAS No.: 159812-05-2
• Molecular Formula: C₁₈H₂₄ClNO₅
• Molecular Weight: 369.845

Synonyms:(2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran

Chemical Property of (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran

Chemical Property:

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Technology Process of (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran

There total 5 articles about (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran 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: 69.0%

nipasol (94-13-3) + N-<((2R)-3,4-dihydro-2H-pyran-2-yl)methyl>chloroacetamide (159691-04-0) → (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran (159812-05-2) + (2S,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran (159691-05-1)

Guidance literature:

With trifluorormethanesulfonic acid; 3 A molecular sieve; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1021/ja00104a008

Reference yield:

2-hydroxymethyl-3,4-dihydro-2H-pyran (3749-36-8) → (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran (159812-05-2)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 28percent aq. NH₃ / various solvent(s) / 15 h / 110 °C

4: 100 percent / N,N-diethylisopropylamine / CH₂Cl₂ / 0.67 h / 0 °C

5: 18 percent / 3A molecular sieves, CF₃SO₃H / CH₂Cl₂ / 0.08 h / 0 °C

With ammonium hydroxide; N,N-diethyl-N-isopropylamine; trifluorormethanesulfonic acid; 3 A molecular sieve; triethylamine; In dichloromethane;

DOI:10.1021/ja00104a008

Reference yield:

(3,4-dihydro-2H-pyran-2-yl)methanamine (4781-76-4) → (2R,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran (159812-05-2)

Guidance literature:

Multi-step reaction with 3 steps

2: 100 percent / N,N-diethylisopropylamine / CH₂Cl₂ / 0.67 h / 0 °C

3: 18 percent / 3A molecular sieves, CF₃SO₃H / CH₂Cl₂ / 0.08 h / 0 °C

With N,N-diethyl-N-isopropylamine; trifluorormethanesulfonic acid; 3 A molecular sieve; In dichloromethane;

DOI:10.1021/ja00104a008

upstream raw materials:

nipasol

N-<((2R)-3,4-dihydro-2H-pyran-2-yl)methyl>chloroacetamide

2-hydroxymethyl-3,4-dihydro-2H-pyran

(3,4-dihydro-2H-pyran-2-yl)methanamine

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