7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

Base Information

Chemical Name:7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose
CAS No.:151263-85-3
Molecular Formula:C₃₆H₃₈O₆
Molecular Weight:566.694
Hs Code.:

Synonyms:7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

Suppliers and Price of 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

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Technology Process of 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

There total 11 articles about 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose 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: 84.0%

: 7-O-benzyl-6-deoxy-3,4-O-isopropylidene-5-O-p-methoxyphenylmethyl-1-O-triphenylmethyl-D-xyloheptulose

: 151263-85-3
7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 3h; Ambient temperature;
DOI:10.1248/cpb.41.282

Reference yield:

: 100-39-0
benzyl bromide

: 151263-85-3
7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, DMF, 10 min, 2.) THF, DMF, RT, 24.5 h

2: 45 percent / aq. AcOH / 33 h / Ambient temperature

3: 23 percent / Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 22 h

4: 13 percent / NaOAc, pyridinium chlorochromate (PCC) / CH₂Cl₂ / 43.5 h / Ambient temperature

5: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / CH₂Cl₂; H₂O / 3 h / Ambient temperature

With sodium acetate; sodium hydride; acetic acid; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.41.282

Reference yield:

: 148324-14-5
2-Deoxy-4,5:6,7-di-O-isopropylidene-D-manno-heptose trimethylene dithioacetal

: 151263-85-3
7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, DMF, from -70 deg C to RT, 2.) THF, DMF, RT, 12 h

2: bistrifluorotriacetoxy iodobenzene / acetonitrile; H₂O / 0.37 h / Ambient temperature

3: NaBH₄ / ethanol / 4.5 h / Ambient temperature

4: 1.) NaH / 1.) THF, DMF, 10 min, 2.) THF, DMF, RT, 24.5 h

5: 45 percent / aq. AcOH / 33 h / Ambient temperature

6: 23 percent / Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 22 h

7: 13 percent / NaOAc, pyridinium chlorochromate (PCC) / CH₂Cl₂ / 43.5 h / Ambient temperature

8: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / CH₂Cl₂; H₂O / 3 h / Ambient temperature

With sodium tetrahydroborate; sodium acetate; sodium hydride; acetic acid; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-[(trifluoroacetoxy)iodo]benzene; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.41.282