3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Base Information

• Chemical Name: 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol
• CAS No.: 115828-34-7
• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.359

Synonyms:3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Chemical Property of 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

Chemical Property:

Purity/Quality:

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Technology Process of 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol

There total 2 articles about 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol 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:

(3aR,4R,6aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-1-phenylselanyl-ethyl)-tetrahydro-furo[3,4-d][1,3]dioxole (115828-30-3,115936-33-9,115936-43-1,115936-44-2) → 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol (115828-34-7) + 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-enitol (115936-35-1)

Guidance literature:

With diisopropylamine; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, a) -78 deg C, 2.5 h, b) -78 to -20 deg C, 30 min, 2.) 25 deg C, 12 h;

DOI:10.1021/jo00263a017

Reference yield:

(3aR,4R,6aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-furo[3,4-d][1,3]dioxole (115828-30-3,115936-33-9,115936-43-1,115936-44-2) → 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol (115828-34-7) + 3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-enitol (115936-35-1)

Guidance literature:

With diisopropylamine; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, a) -78 deg C, 2.5 h, b) -78 to -20 deg C, 30 min, 2.) 25 deg C, 12 h;

DOI:10.1021/jo00263a017

Reference yield: 78.0%

3,6-anhydro-7-O-benzyl-1,2-dideoxy-4,5-O-isopropylidene-D-allo-hept-1-enitol (115828-34-7) + ethyl 2-chloro-2-(hydroxyimino)acetate (14337-43-0) → 5-((3aS,4R,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester (115828-35-8)

Guidance literature:

With sodium carbonate; In diethyl ether; at 25 ℃; for 12h;

DOI:10.1021/jo00263a017

upstream raw materials:

(3aR,4R,6aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((S)-1-phenylselanyl-ethyl)-tetrahydro-furo[3,4-d][1,3]dioxole

(3aR,4R,6aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-furo[3,4-d][1,3]dioxole

Downstream raw materials:

5-((3aS,4R,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester

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