(Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate

Base Information

• Chemical Name: (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate
• CAS No.: 620946-84-1
• Molecular Formula: C₂₇H₂₉NO₇S
• Molecular Weight: 511.596
• Mol file: 620946-84-1.mol

Synonyms:(Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate

Chemical Property of (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate

There total 2 articles about (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate 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: 86.0%

methanesulfonyl chloride (124-63-0) + (Z)-2,3,5-tri-O-benzyl-D-arabinonhydroximo-1,4-lactone → (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate (620946-84-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/hlca.200390132

Reference yield:

(E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime (620946-66-9) → (Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate (620946-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N; dibromantine / dimethylformamide / 0.33 h

2: 86 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200390132

Reference yield: 21.0%

(Z)-(2,3,5-tri-O-benzyl-D-arabinofuranosylidene)amino methanesulfonate (620946-84-1) → tri-O-benzyl-D-arabinolactone (14233-64-8) + 1,4-dihydro-3,6-bis[(1R)-1,2,4-tri-O-benzyl-D-erytritol-1-yl]-1,2,4,5-tetrazine

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 24h;

DOI:10.1002/hlca.200390132

upstream raw materials:

methanesulfonyl chloride

(E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime

Downstream raw materials:

tri-O-benzyl-D-arabinolactone