(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Base Information

Chemical Name:(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene
CAS No.:172427-49-5
Molecular Formula:C₂₃H₂₆O₅
Molecular Weight:382.456
Hs Code.:

Synonyms:(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

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Chemical Property of (2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

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Technology Process of (2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

There total 9 articles about (2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene 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: 94.0%

: 100-39-0
benzyl bromide

: 172585-94-3
(2R,4aR,8aR,9S,9aS,10aS)-2-Phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-9-ol

: 172427-49-5
(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: 81972-19-2
1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-2-propene

: 172427-49-5
(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) 9-BBN, 2.) 30percent H₂O₂ / 1.) THF, RT; 2.) 3M NaOH, RT

2: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

3: H₂ / Pd(OH)2/C / ethyl acetate; methanol / Ambient temperature

4: p-TsOH / CH₂Cl₂; dimethylformamide / Ambient temperature

5: 90 percent / KH / tetrahydrofuran / Ambient temperature

6: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / from -78 deg C to RT

7: L-Selectride / CH₂Cl₂ / -78 °C

8: 94 percent / NaH, TBAI / dimethylformamide

With dmap; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; hydrogen; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; potassium hydride; L-Selectride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: 173829-80-6
3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-propanol

: 172427-49-5
(2R,4aR,8aS,9S,9aR,10aS)-9-Benzyloxy-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

2: H₂ / Pd(OH)2/C / ethyl acetate; methanol / Ambient temperature

3: p-TsOH / CH₂Cl₂; dimethylformamide / Ambient temperature

4: 90 percent / KH / tetrahydrofuran / Ambient temperature

5: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / from -78 deg C to RT

6: L-Selectride / CH₂Cl₂ / -78 °C

7: 94 percent / NaH, TBAI / dimethylformamide

With dmap; oxalyl dichloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; L-Selectride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01973-L