(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester

Base Information

• Chemical Name: (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester
• CAS No.: 643741-20-2
• Molecular Formula: C₂₇H₃₄N₂O₁₄S
• Molecular Weight: 642.638
• Mol file: 643741-20-2.mol

Synonyms:(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester

Chemical Property of (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester

There total 1 articles about (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester 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 (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate10,13 (116450-06-7) + 2-nitrophenylmethyl bromide (3958-60-9) → (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester (643741-20-2)

Guidance literature:

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate^10,13; With 2,4-di-t-butyl-3-methyl phenol; HSiPh₃; In N,N-dimethyl-formamide; at 80 ℃;

2-nitrophenylmethyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

DOI:10.1055/s-2003-40332

Reference yield: 15.0%

1,2:4,5-di-O-isopropylidene-β-L-fructopyranose (83602-34-0) + (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester (643741-20-2) → C38H50N2O20

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In acetonitrile; at -40 ℃; for 8h;

DOI:10.1055/s-2003-40332

Reference yield:

benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside (27851-29-2) + (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-methylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester (643741-20-2) → (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester + (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid 2-nitro-benzyl ester

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In dichloromethane; at -40 ℃; for 8h; Further Variations:; Solvents; Product distribution;

DOI:10.1055/s-2003-40332

upstream raw materials:

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate^10,13

2-nitrophenylmethyl bromide