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

Base Information

• Chemical Name: 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol
• CAS No.: 154125-70-9
• Molecular Formula: C₂₈H₃₀N₂O₆
• Molecular Weight: 490.556
• Mol file: 154125-70-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol 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: 78.5%

(E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate (154125-67-4) → 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol (154125-70-9)

Guidance literature:

With ammonia; In methanol; at 0 ℃; for 115h;

DOI:10.1002/hlca.19930760811

Reference yield:

2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranose → 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol (154125-70-9)

Guidance literature:

Multi-step reaction with 4 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

4: 78.5 percent / NH₃ / methanol / 115 h / 0 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; ammonia; 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 → 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol (154125-70-9)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 78.5 percent / NH₃ / methanol / 115 h / 0 °C

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

DOI:10.1002/hlca.19930760811

upstream raw materials:

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

(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