(1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole

Base Information

• Chemical Name: (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole
• CAS No.: 1173694-86-4
• Molecular Formula: C₃₂H₃₇NO₇
• Molecular Weight: 547.648

Synonyms:(1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole

Chemical Property of (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole

There total 1 articles about (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole 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: 70.0%

(S)-1-O-acetyl-3-butene-1,2-diol (1173694-85-3) + (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide (537030-19-6) → (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole (1173694-86-4)

Guidance literature:

In dichloromethane; at 70 ℃; for 2.3h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/jo900801c

Reference yield: 95.0%

(1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole (1173694-86-4) → (1'R,2R,3aR,4R,5R,6R)-4,5-dibenzyloxy-6-benzyloxymethyl-2-(1,2-dihydroxyethyl)hexahydropyrrolo[1,2-b]isoxazole (1173694-90-0)

Guidance literature:

With methanol;

DOI:10.1021/jo900801c

Reference yield: 74.0%

(1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-hydroxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole (1173694-86-4) + methanesulfonyl chloride (124-63-0) → (1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-methanesulfonyloxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole (1173694-87-5)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1021/jo900801c

upstream raw materials:

(S)-1-O-acetyl-3-butene-1,2-diol

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

Downstream raw materials:

(1'R,2R,3aR,4R,5R,6R)-4,5-dibenzyloxy-6-benzyloxymethyl-2-(1,2-dihydroxyethyl)hexahydropyrrolo[1,2-b]isoxazole

(1'R,2R,3aR,4R,5R,6R)-2-(2-acetyloxy-1-methanesulfonyloxyethyl)-4,5-dibenzyloxy-6-benzyloxymethylhexahydropyrrolo[1,2-b]isoxazole

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