cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside
CAS No.:117415-01-7
Molecular Formula:C₂₆H₃₂O₇
Molecular Weight:456.536
Hs Code.:

Synonyms:cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

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Chemical Property of cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

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Technology Process of cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

There total 12 articles about cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside 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:

: 101703-39-3
methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

: 117415-01-7
cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / 83 percent aq. acetic acid / 0.58 h / 60 °C

2: 74.5 percent / 50 percent NaH / dimethylformamide

3: 70 percent / cc. HCl / acetic acid / 1 h / Ambient temperature

4: 74 percent / HCl / diethyl ether / 3 h / 0 °C

5: 22 percent / silver triflate / tetrahydrofuran / 0.5 h / 0 °C / dark

6: 61 percent / toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 2 h / 50 °C

7: toluene-p-sulfonic acid / acetone / 0.33 h / Ambient temperature

8: pyridine / 0.33 h / Ambient temperature

9: 80 percent aq. acetic acid / 7 h / 35 °C

With pyridine; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: 100-44-7
benzyl chloride

: 117415-01-7
cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 74.5 percent / 50 percent NaH / dimethylformamide

2: 70 percent / cc. HCl / acetic acid / 1 h / Ambient temperature

3: 74 percent / HCl / diethyl ether / 3 h / 0 °C

4: 22 percent / silver triflate / tetrahydrofuran / 0.5 h / 0 °C / dark

5: 61 percent / toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 2 h / 50 °C

6: toluene-p-sulfonic acid / acetone / 0.33 h / Ambient temperature

7: pyridine / 0.33 h / Ambient temperature

8: 80 percent aq. acetic acid / 7 h / 35 °C

With pyridine; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: 101703-40-6
methyl 2,3,4-tri-O-allyl-α-D-mannopyranoside

: 117415-01-7
cyclohexyl 4-O-benzoyl-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 74.5 percent / 50 percent NaH / dimethylformamide

2: 70 percent / cc. HCl / acetic acid / 1 h / Ambient temperature

3: 74 percent / HCl / diethyl ether / 3 h / 0 °C

4: 22 percent / silver triflate / tetrahydrofuran / 0.5 h / 0 °C / dark

5: 61 percent / toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 2 h / 50 °C

6: toluene-p-sulfonic acid / acetone / 0.33 h / Ambient temperature

7: pyridine / 0.33 h / Ambient temperature

8: 80 percent aq. acetic acid / 7 h / 35 °C

With pyridine; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)85091-2