methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside

Base Information

• Chemical Name: methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside
• CAS No.: 127214-51-1
• Molecular Formula: C₂₉H₃₂O₆
• Molecular Weight: 476.569
• Mol file: 127214-51-1.mol

Synonyms:methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside

Chemical Property of methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside

There total 14 articles about methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside 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: 98.0%

((2S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-methanol (127243-54-3,127924-50-9) → (2S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-carbaldehyde (127214-51-1,139070-99-8)

Guidance literature:

With triethylamine; In dichloromethane; dimethyl sulfoxide; -78 to -48 deg C;

DOI:10.1016/S0040-4039(00)76178-8

Reference yield: 96.0%

methyl 2,3,6-tri-O-benzyl-4-cyano-4-deoxy-α-D-glucopyranoside (127214-50-0) → aldehyde methyl 2,3,6-tri-O-benzyl-4-deoxy-4-formyl-α-D-glucopyranoside + methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside (127214-51-1)

Guidance literature:

With hydrogenchloride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; hexane;

Reference yield: 80.0%

Methyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(formyl)-α-D-galactopyranoside (139070-99-8) → methyl 2,3,6-Tri-O-Benzyl-4-Deoxy-4-Formyl-α-D-Gluco-Pyranoside (127214-51-1)

Guidance literature:

With triethylamine; at 60 ℃; for 18h;

upstream raw materials:

((2S,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-methanol

alpha-D-glucopyranose

benzyl bromide

(2R,4R,5R,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-dihydro-pyran-3-one

Downstream raw materials:

METHYL 2,3,6-TRI-O-BENZYL-4-DEOXY-4-HYDROXYMETHYL-α-D-GLUCO-PYRANOSIDE

Methyl 4-C-(6-O-Acetyl-3,4,5,7-tetra-O-benzyl-2-heptulo-D-glucos-1-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

Methyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-2-heptulopyranos-1-yl)-α-D-glucopyranoside

Methyl 2',6-Anhydro-2,3-di-O-benzyl-4-deoxy-4-C-(3',4',5',7'-tetra-O-benzyl-1'-deoxy-α-D-gluco-2-heptulopyranos-1'-yl)-α-D-glucopyranoside