benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

Base Information

Chemical Name:benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside
CAS No.:352211-80-4
Molecular Formula:C₃₅H₃₇IO₅
Molecular Weight:664.58
Hs Code.:

Synonyms:benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

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Chemical Property of benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

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Technology Process of benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

There total 8 articles about benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-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: 99.0%

: 352211-77-9
benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(hydroxymethyl)-β-D-galacto-hexopyranoside

: 352211-80-4
benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; for 0.25h; Heating;
DOI:10.1021/jo015543l

Reference yield:

: ((2R,3R,5R,6R)-2,3,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yl)-methanol

: 352211-80-4
benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / Dess-Martin-periodinane / CH₂Cl₂ / 0.33 h / 20 °C

2: NEt₃ / CH₂Cl₂ / 16 h / 20 °C

3: sodium borohydride / methanol / 0.08 h

4: 99 percent / PPh₃; imidazole; iodine / toluene / 0.25 h / Heating

With 1H-imidazole; sodium tetrahydroborate; iodine; Dess-Martin periodane; triethylamine; triphenylphosphine; In methanol; dichloromethane; toluene;
DOI:10.1021/jo015543l

Reference yield:

: 62447-55-6
Benzyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 352211-80-4
benzyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(iodomethyl)-β-D-galacto-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

2.1: 82 percent / toluene; tetrahydrofuran / 0 - 20 °C

3.1: 9-BBN / tetrahydrofuran / 4 h / Heating

3.2: aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

4.1: 99 percent / PPh₃; imidazole; iodine / toluene / 0.25 h / Heating

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; iodine; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo015543l