methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside

Base Information

• Chemical Name: methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside
• CAS No.: 3317-08-6
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.293
• Mol file: 3317-08-6.mol

Synonyms:methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside

Chemical Property of methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside

There total 16 articles about methyl 2,3-azanediyl-O⁴,O⁶-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside 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 O4,O6-(R)-benzylidene-O2-methanesulfonyl-3-methylsulfanylthiocarbonylamino-α-D-3-deoxy-altropyranoside (6945-62-6) → methyl 2,3-azanediyl-O4,O6-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside (3317-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol; 2-methoxy-ethanol

2: (i) NaBH₄, AlCl₃, diglyme, (ii) (heating)

With sodium methylate; In methanol; 2-methoxy-ethanol;

DOI:10.1021/ja01502a070

Reference yield:

methyl O4,O6-(R)-benzylidene-3-cyanoamino-O2-methanesulfonyl-α-D-3-deoxy-altropyranoside (99882-00-5) → methyl 2,3-azanediyl-O4,O6-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside (3317-08-6)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo01028a017

Reference yield:

methyl O4,O6-(R)-benzylidene-2,3-cyanoazanediyl-α-D-2,3-dideoxy-allopyranoside (97376-58-4) → methyl 2,3-azanediyl-O4,O6-(R)-benzylidene-α-D-2,3-dideoxy-allopyranoside (3317-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / ethanol; H₂O

2: aq. NaOH

With sodium hydroxide; In ethanol; water;

DOI:10.1021/jo01028a017

upstream raw materials:

methyl O⁴,O⁶-(R)-benzylidene-2,3-carbamimidoylazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-2,3-methylsulfanylthiocarbonylazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-2,3-nitrocarbamimidoylazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-3-cyanoamino-O²-methanesulfonyl-α-D-3-deoxy-altropyranoside

Downstream raw materials:

methyl O⁴,O⁶-(R)-benzylidene-2,3-methylazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-2,3-nitrosoazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-2,3-bromoazanediyl-α-D-2,3-dideoxy-allopyranoside

methyl O⁴,O⁶-(R)-benzylidene-2,3-dimethylazaniumdiyl-α-D-2,3-dideoxy-allopyranoside; 2,4,6-trinitro-benzenesulfonate