methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal

Base Information

• Chemical Name: methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal
• CAS No.: 84034-70-8
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.185
• Mol file: 84034-70-8.mol

Synonyms:methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal

Chemical Property of methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal

There total 3 articles about methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-(3'R)-5-hemiacetal 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:

methyl 2,3-dideoxy-3-C-formyl-2-(o-sulfobenzenesulfonyl) amino-α-D-xylofuranoside-3'R,5-hemiacetal sodium salt → methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-3'R,5-hemiacetal (84034-70-8)

Guidance literature:

With ammonia; lithium; at -50 ℃; for 1h;

DOI:10.1246/bcsj.55.3254

Reference yield:

methyl 2-amino-2N,3O-(o-benzenedisulfonyl)-2-deoxy-α-D-glucopyranoside → methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-3'R,5-hemiacetal (84034-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / sodium methoxide / methanol / 50 °C

2: NH₃, Li / 1 h / -50 °C

With ammonia; sodium methylate; lithium; In methanol;

DOI:10.1246/bcsj.55.3254

Reference yield:

methyl 2-amino-2-deoxy-α-D-glucopyranoside (4704-14-7) → methyl 2-amino-2,3-dideoxy-3-C-formyl-α-D-xylofuranoside-3'R,5-hemiacetal (84034-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / pyridine / 0.5 h / Ambient temperature

2: 82 percent / sodium methoxide / methanol / 50 °C

3: NH₃, Li / 1 h / -50 °C

With pyridine; ammonia; sodium methylate; lithium; In methanol;

DOI:10.1246/bcsj.55.3254

upstream raw materials:

methyl 2-amino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

((3R,4S,5S)-2-Hydroxy-4,5-bis-hydroxymethyl-tetrahydro-furan-3-yl)-carbamic acid benzyl ester

((3R,4S,5S)-2-Hydroxy-4,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-carbamic acid benzyl ester

(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-6-hydroxy-7-trityloxy-5-trityloxymethyl-hept-2-enoic acid methyl ester

[(3R,4S,5S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-furan-3-yl]-carbamic acid benzyl ester