benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

Base Information

Chemical Name:benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether
CAS No.:213747-15-0
Molecular Formula:C₃₀H₃₄O₅
Molecular Weight:474.597
Hs Code.:

Synonyms:benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

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Chemical Property of benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

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Technology Process of benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

There total 8 articles about benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether 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: 92.0%

: 100-39-0
benzyl bromide

: 3-((2R,4aR,6R,8S,8aS)-8-Benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-propan-1-ol

: 213747-15-0
benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; paraffin; for 3h; Ambient temperature;
DOI:10.1021/jo980320p

Reference yield:

: 82740-87-2
(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate

: 213747-15-0
benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃ / methanol

2: 1.46 g / m-CPBA, Na₂HPO₄ / toluene / 2 h / 0 °C

3: 1.13 g / CSA / CH₂Cl₂ / 48 h / Ambient temperature

4: 95 percent / LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

5: 95 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature

6: 1.) 9-BBN-H, 2.) 3M NaOH, 30percent H₂O₂ / 1.) THF, room temperature, 4 h, 2.) room temperature, 1 h

7: 92 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature

With sodium hydroxide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; paraffin;
DOI:10.1021/jo980320p

Reference yield:

: 95791-07-4
(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 213747-15-0
benzyl 3-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-allopyranosyl)propyl ether

Guidance literature:: Multi-step reaction with 6 steps

1: 1.46 g / m-CPBA, Na₂HPO₄ / toluene / 2 h / 0 °C

2: 1.13 g / CSA / CH₂Cl₂ / 48 h / Ambient temperature

3: 95 percent / LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

4: 95 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature

5: 1.) 9-BBN-H, 2.) 3M NaOH, 30percent H₂O₂ / 1.) THF, room temperature, 4 h, 2.) room temperature, 1 h

6: 92 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature

With sodium hydroxide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; paraffin;
DOI:10.1021/jo980320p