methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
CAS No.:939050-75-6
Molecular Formula:C₃₄H₄₂O₉S
Molecular Weight:626.768
Hs Code.:

Synonyms:methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Chemical Property of methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Technology Process of methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

There total 8 articles about methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside 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:

: O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-D-arabino-hexopyranosyl) trichloroacetimidate

: 90762-83-7
Methyl 3-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

: 939050-75-6
methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

: methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-α-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With triethylsilane; iodine; In toluene; at -94 ℃; for 1.5h;
DOI:10.1002/anie.200604031

Reference yield:

: 18546-25-3
6-O-p-tolylsulfonyl-3,4-di-O-acetyl-D-glucal

: 939050-75-6
methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBr; NaHCO₃ / dimethylformamide / 12 h / 65 °C

2.1: 13.0 g / Bu₃SnH; AIBN / toluene / 1.5 h / 110 °C

3.1: 80 percent / LiBr; Dowex(R) 50Wx₄ / acetonitrile / 3 h / 20 °C

4.1: 95 percent / NaOMe; MeOH / 2 h / 20 °C

5.1: Bu₂SnO / toluene / 5 h / Heating

5.2: 85 percent / Bu₄NI / toluene / 12 h / 100 °C

6.1: I₂; Et₃SiH / toluene / 1.5 h / -94 °C

With methanol; triethylsilane; 2,2'-azobis(isobutyronitrile); Dowex(R) 50WX₄; iodine; tri-n-butyl-tin hydride; sodium methylate; di(n-butyl)tin oxide; sodium hydrogencarbonate; sodium bromide; lithium bromide; In N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/anie.200604031

Reference yield:

: 13322-79-7
(2R,3S,4R,6S)-6-Methoxy-2-methyl-tetrahydro-pyran-3,4-diol

: 939050-75-6
methyl 3-O-benzyl-4-O-(3-O-benzyl-4-O-benzylsulfonyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 5 h / Heating

1.2: 85 percent / Bu₄NI / toluene / 12 h / 100 °C

2.1: I₂; Et₃SiH / toluene / 1.5 h / -94 °C

With triethylsilane; iodine; di(n-butyl)tin oxide; In toluene;
DOI:10.1002/anie.200604031