Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

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Chemical Name:Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid
CAS No.:90763-08-9
Molecular Formula:C₃₀H₃₈O₉
Molecular Weight:542.626
Hs Code.:

Synonyms:Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

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Chemical Property of Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

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Technology Process of Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

There total 14 articles about Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid 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: 74.0%

: 90763-06-7
Benzyl 4-O-(3,4-Di-O-acetyl-2,6-dibromo-2,6-dideoxy-β-D-glucopyranosyl)-3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

: 90763-08-9
Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; at 70 ℃; for 3h;
DOI:10.1021/jo00191a006

Reference yield:

: 78185-01-0
2,6-dideoxy-α-D-arabino-hexopyranose

: 90763-08-9
Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

Guidance literature:: Multi-step reaction with 6 steps

1: 90.5 percent / pyridine / Ambient temperature

2: BF₃-OEt₂ / CH₂Cl₂ / 2 h / Ambient temperature

3: CH₃ONa / methanol

4: 28 percent / tetrabutyl-ammonium bromide, aq.KOH / 120 h

5: 56.5 percent / Ag-triflate, collidine / toluene; CH₂Cl₂; nitromethane / 1) 6h, -20 to -10 deg 2) roomtemp.

6: 74 percent / α,α'-azobis(isobutyronitrile), tributylstannane / toluene / 3 h / 70 °C

With pyridine; 2,3,5-trimethyl-pyridine; potassium hydroxide; azobisisobutyronitrile; boron trifluoride diethyl etherate; tetrabutylammomium bromide; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; sodium methylate; In methanol; nitromethane; dichloromethane; toluene;
DOI:10.1021/jo00191a006

Reference yield:

: 90762-86-0
Acetic acid (2R,3R,4R)-3-acetoxy-6-benzyloxy-2-methyl-tetrahydro-pyran-4-yl ester

: 90763-08-9
Benzyl-4-O-(3,4-di-O-acetyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-2,6-didesoxy-3-O-benzyl-α-D-arabino-hexopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: CH₃ONa / methanol

2: 28 percent / tetrabutyl-ammonium bromide, aq.KOH / 120 h

3: 56.5 percent / Ag-triflate, collidine / toluene; CH₂Cl₂; nitromethane / 1) 6h, -20 to -10 deg 2) roomtemp.

4: 74 percent / α,α'-azobis(isobutyronitrile), tributylstannane / toluene / 3 h / 70 °C

With 2,3,5-trimethyl-pyridine; potassium hydroxide; azobisisobutyronitrile; tetrabutylammomium bromide; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; sodium methylate; In methanol; nitromethane; dichloromethane; toluene;
DOI:10.1021/jo00191a006