7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

Base Information

Chemical Name:7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol
CAS No.:128041-97-4
Molecular Formula:C₄₆H₅₅BrO₉
Molecular Weight:831.841
Hs Code.:

7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

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Chemical Property of 7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

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Technology Process of 7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

There total 19 articles about 7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol 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:

: 128041-98-5
((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-methanol

: 128041-97-4
7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

Guidance literature:: Multi-step reaction with 8 steps

1: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 deg C -> deg C

2: 2) DMSO, oxalylchloride, 3) Et₃N

3: 82 percent / tetrahydrofuran / Ambient temperature

4: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

5: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

6: 2) NaH, tetrabutylammonium iodide / 1) THF, -90 -> 0 deg C, 2) DMF, 0 deg C, 20 min, 3) 0 deg C -> r.t., 1h

7: 94 percent / NBS, NaHCO₃ / acetonitrile / 0.17 h / 0 °C

8: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min,

With florisil; N-Bromosuccinimide; 9-borabicyclo[3.3.1]nonane dimer; Chloro-oxo-acetic acid; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 128042-00-2
2,3,5-tri-O-benzyl-4,6,9-trideoxy-4-C-(1'-formyl)-(1'S)-6-C-(1-methoxymethoxymethyl)-2-C-methyl-8-ulo-D-talo-L-threo-1,1':1',7-bipyranoside-nonitol

: 128041-97-4
7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / tetrahydrofuran / Ambient temperature

2: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

3: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

4: 2) NaH, tetrabutylammonium iodide / 1) THF, -90 -> 0 deg C, 2) DMF, 0 deg C, 20 min, 3) 0 deg C -> r.t., 1h

5: 94 percent / NBS, NaHCO₃ / acetonitrile / 0.17 h / 0 °C

6: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min,

With florisil; N-Bromosuccinimide; 9-borabicyclo[3.3.1]nonane dimer; Chloro-oxo-acetic acid; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 128042-03-5
(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

: 128041-97-4
7,10-anhydro-2,3,5-tri-O-benzyl-11-bromo-4,6,8,11-tetradeoxy-4-C-(1'-formyl)-6-C-(1-methoxymethoxymethyl)-2,8,10-tri-C-methyl-D-(or L-)glycero-L-talo-L-altro-1',1-pyranose-undecitol

Guidance literature:: Multi-step reaction with 3 steps

1: 2) NaH, tetrabutylammonium iodide / 1) THF, -90 -> 0 deg C, 2) DMF, 0 deg C, 20 min, 3) 0 deg C -> r.t., 1h

2: 94 percent / NBS, NaHCO₃ / acetonitrile / 0.17 h / 0 °C

3: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min,

With N-Bromosuccinimide; Chloro-oxo-acetic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In acetonitrile;