2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol

Base Information

• Chemical Name: 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol
• CAS No.: 1207750-74-0
• Molecular Formula: C₃₇H₃₆N₂O₈S
• Molecular Weight: 668.767
• Mol file: 1207750-74-0.mol

Synonyms:2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol

Chemical Property of 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol

There total 1 articles about 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol 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: 69.0%

2,3-di-O-benzyl-1,5-dideoxy-4,6-O-(1-naphthyl)methylene-1,5-imino-N-(4-nitro)benzenesulfonyl-L-iditol (1252027-20-5) → 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol (1207750-74-0)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃; for 0.5h; pH=2 - 3; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.11.042

Reference yield: 86.0%

phenyl 2-azido-3,4-di-O-benzyl-6-O-chloroacetyl-2-deoxy-1-thio-α,β-D-glucopyranoside (1207750-80-8) + 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol (1207750-74-0) → (2-azido-3,4-di-O-benzyl-6-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-[2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol] (1207750-81-9)

Guidance literature:

phenyl 2-azido-3,4-di-O-benzyl-6-O-chloroacetyl-2-deoxy-1-thio-α,β-D-glucopyranoside; 2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol; In diethyl ether; dichloromethane; at -30 ℃; for 1h; Molecular sieve; Inert atmosphere;

With Me₂S₂-Tf₂O; In diethyl ether; dichloromethane; for 0.0833333h; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2009.11.042

upstream raw materials:

2,3-di-O-benzyl-1,5-dideoxy-4,6-O-(1-naphthyl)methylene-1,5-imino-N-(4-nitro)benzenesulfonyl-L-iditol

Downstream raw materials:

(2-azido-3,4-di-O-benzyl-6-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-[2,3-di-O-benzyl-1,5-dideoxy-1,5-imino-6-O-(1-naphthyl)methyl-N-(4-nitro)benzenesulfonyl-L-iditol]