(2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Base Information

• Chemical Name: (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid
• CAS No.: 1054635-30-1
• Molecular Formula: C₂₀H₂₇NO₁₁
• Molecular Weight: 457.434
• Mol file: 1054635-30-1.mol

Synonyms:

Chemical Property of (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

There total 2 articles about (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid 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:

Neu5AcαOBn (14206-38-3) → (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (1054635-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / 5percent Ba(OH)2 / 10 h / 90 °C

2: triethylamine / methanol; H₂O / 3 h / Ambient temperature

With barium dihydroxide; triethylamine; In methanol; water;

DOI:10.1248/cpb.43.1844

Reference yield:

benzyl 5-amino-3,4-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid (101554-19-2) + Acetoxyacetyl chloride (13831-31-7) → (2R,4S,5R,6R)-5-(2-Acetoxy-acetylamino)-2-benzyloxy-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (1054635-30-1)

Guidance literature:

With triethylamine; In methanol; water; for 3h; Ambient temperature;

DOI:10.1248/cpb.43.1844

upstream raw materials:

benzyl 5-amino-3,4-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

Acetoxyacetyl chloride

Neu5AcαOBn