(E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate

Base Information

• Chemical Name: (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate
• CAS No.: 154125-67-4
• Molecular Formula: C₂₉H₃₁NO₉S
• Molecular Weight: 569.632
• Mol file: 154125-67-4.mol

Synonyms:(E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate

Chemical Property of (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate

There total 3 articles about (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>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: 90.0%

methanesulfonyl chloride (124-63-0) + (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone (154125-66-3) → (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate (154125-67-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1002/hlca.19930760811

Reference yield:

2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranose → (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate (154125-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl, Na / methanol / 3 h / 55 - 60 °C

2: 82 percent / 97 percent DBU, NCS / CH₂Cl₂ / 0.5 h / -40 °C

3: 90 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane;

DOI:10.1002/hlca.19930760811

Reference yield:

(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucose oxime → (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate (154125-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 97 percent DBU, NCS / CH₂Cl₂ / 0.5 h / -40 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With N-chloro-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane;

DOI:10.1002/hlca.19930760811

upstream raw materials:

methanesulfonyl chloride

(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone

Downstream raw materials:

(2R,4aR,8R,8aS)-8-(benzyloxy)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano [3,2-d][1,3]dioxine

methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol