(4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Base Information

• Chemical Name: (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone
• CAS No.: 188771-29-1
• Molecular Formula: C₂₇H₃₃FN₂O₂
• Molecular Weight: 436.57

Synonyms:(4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Chemical Property of (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

Chemical Property:

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Technology Process of (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone

There total 5 articles about (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone 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:

XK234 (153223-21-3) → (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (188771-29-1)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jo980533e

Reference yield:

(4R,5S,6S)-4-Benzyl-1,3-bis-cyclopropylmethyl-6-((S)-1-fluoro-2-phenyl-ethyl)-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyrimidin-2-one (210635-02-2) → (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (188771-29-1)

Guidance literature:

With hydrogenchloride; In methanol; 1) ice-bath, 20 min; 2) rt, 1 h;

DOI:10.1021/jo980533e

Reference yield:

(4R,5S,6R)-4-Benzyl-1,3-bis-cyclopropylmethyl-6-((S)-1-hydroxy-2-phenyl-ethyl)-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyrimidin-2-one (210635-04-4) → (4S,5S,6R)-tetrahydro-1,3-bis--5-hydroxy-4-(1S-fluoro-2-phenylethyl)-6-(phenylmethyl)-2(1H)-pyrimidinone (188771-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 mg / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 0 °C

2: 40 mg / HCl / methanol / 1) ice-bath, 20 min; 2) rt, 1 h

With hydrogenchloride; diethylamino-sulfur trifluoride; In methanol; dichloromethane;

DOI:10.1021/jo980533e

upstream raw materials:

XK₂₃₄

(4R,5S,6S)-4-Benzyl-1,3-bis-cyclopropylmethyl-6-((S)-1-fluoro-2-phenyl-ethyl)-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyrimidin-2-one

(4R,5S,6R)-4-Benzyl-1,3-bis-cyclopropylmethyl-6-((S)-1-hydroxy-2-phenyl-ethyl)-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyrimidin-2-one

(4R,5S,6S,7R)-hexahydro-5-(2-methoxyethoxymethoxy)-6-hydroxy-1,3-bis--4,7-bis--2H-1,3-diazepin-2-one

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