2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

Base Information

• Chemical Name: 2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose
• CAS No.: 113019-43-5
• Molecular Formula: C₃₅H₃₆O₆
• Molecular Weight: 552.667

Synonyms:2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

Chemical Property of 2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of 2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

There total 45 articles about 2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose 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: 94.0%

1,3-Dibenzyl-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-imidazolidine (791097-00-2) → 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9)

Guidance literature:

With Dowex-H+ resin; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2004.08.034

Reference yield: 89.0%

1,3-Diphenyl-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-imidazolidine (91738-16-8) → 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; acetone; for 2h;

Reference yield: 41.0%

1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide (85422-85-1) → (2R,3S,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-6-carbaldehyde + 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9)

Guidance literature:

1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With water; ammonium chloride; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.carres.2011.04.019

upstream raw materials:

β-C-(hydroxymethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

1,3-Diphenyl-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-imidazolidine

2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(thiazol-2-yl)-tetrahydro-2H-pyran-2-yl)thiazole

1-bis(methylthio)methyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-talo-octitol

3,7-Anhydro-4,5,6,8-tetra-O-benzyl-1-desoxy-D-erythro-L-galacto-octitol

(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-[(Z)-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

(R)-N,O-isopropylidenyl-4-(N-tert-butyloxycarbonylamino)-3-oxo-2-butanone

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