methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 72471-11-5
• Molecular Formula: C₂₈H₃₃NO₅
• Molecular Weight: 463.574
• Mol file: 72471-11-5.mol

Synonyms:methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

There total 13 articles about methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside 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: 100.0%

methyl 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside → methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside (72471-11-5)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethanol; at 20 ℃; for 72h; under 760 Torr;

DOI:10.1002/chem.19970030318

Reference yield: 95.0%

methyl-2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside (76679-47-5) → methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside (72471-11-5)

Guidance literature:

With ammonia; In dichloromethane; at -15 ℃;

DOI:10.1016/j.tetasy.2004.10.002

Reference yield: 93.0%

(2R,3R,4S,5R,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran (19139-89-0) → methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside (72471-11-5)

Guidance literature:

With sodium iodide; In methanol; chloroform; at 40 ℃;

DOI:10.1039/c6cc08574a

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-deoxy-6-(4,5,6,7-tetrachlorophthalimid-2-yl)-α-D-glucopyranoside

methyl-2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

Methanesulfonic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

Downstream raw materials:

methyl 6-{[(1'R,3'S,4'S,5'R,6'S)-3'-{tert-butyl(dimethyl)silyloxy}-6'-({tert-butyl(dimethyl)silyloxy}methyl)-4',5'-O-(1-methylethylidene)-3',4',5'-trihydroxycyclohexyl]amino}-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

bis(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranosid-6-yl)amine

(R)-12-Hydroxy-octadecanoic acid bis-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-amide

Hexanoic acid (R)-11-[bis-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-carbamoyl]-1-hexyl-undecyl ester