1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol

Base Information

• Chemical Name: 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol
• CAS No.: 201736-72-3
• Molecular Formula: C₆₁H₆₄N₂O₁₀
• Molecular Weight: 985.187
• Mol file: 201736-72-3.mol

Synonyms:1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol

Chemical Property of 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol

There total 3 articles about 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-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: 81.0%

(Z)-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-gluconopyranosyl)-N-[(methylsulfonyl)oxy]-D-gluconimido-1,5-lactone (464171-80-0) → 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol (201736-72-3)

Guidance literature:

With ammonia; In dichloromethane; at 25 ℃; for 50h;

DOI:10.1021/ja012659q

Reference yield:

(Z)-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-D-glucono hydroximo-1,5-lactone (201736-68-7) → 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol (201736-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

2: 81 percent / methanolic ammonia / CH₂Cl₂ / 50 h / 25 °C

With ammonia; triethylamine; In dichloromethane;

DOI:10.1021/ja012659q

Reference yield:

2,3,6-tris-O-(phenylmethyl)-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-β-D-glucopyranosyl]-D-glucopyranoside (148968-90-5) → 1,5-anhydro-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-hydrazi-D-glucitol (201736-72-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride; NaOMe / methanol / 1.5 h / Heating

1.2: 62 percent / DBU; NCS / CH₂Cl₂ / 0.2 h / -78 °C

2.1: 92 percent / triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

3.1: 81 percent / methanolic ammonia / CH₂Cl₂ / 50 h / 25 °C

With hydroxylamine hydrochloride; ammonia; sodium methylate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/ja012659q

upstream raw materials:

(Z)-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-gluconopyranosyl)-N-[(methylsulfonyl)oxy]-D-gluconimido-1,5-lactone

(Z)-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-D-glucono hydroximo-1,5-lactone

2,3,6-tris-O-(phenylmethyl)-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-β-D-glucopyranosyl]-D-glucopyranoside

Downstream raw materials:

1,5-anhydro-1-azi-2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-D-glucitol