3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone

Base Information

• Chemical Name: 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone
• CAS No.: 1374459-02-5
• Molecular Formula: C₂₇H₃₅N₃O₁₂
• Molecular Weight: 593.588
• Mol file: 1374459-02-5.mol

Synonyms:3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone

Chemical Property of 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone

There total 3 articles about 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone 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: 55.0%

benzyl N-[2-(hydrazinecarbonyl)ethyl]carbamate (21855-66-3) + 2-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)acetaldehyde (193156-88-6) → 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone (1374459-02-5)

Guidance literature:

In toluene; at 20 - 50 ℃; for 25h;

DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside (201279-58-5) → 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone (1374459-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ozone / dichloromethane

2: toluene / 25 h / 20 - 50 °C

With ozone; In dichloromethane; toluene;

DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester (54755-77-0) → 3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone (1374459-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / Reflux

2: toluene / 25 h / 20 - 50 °C

With hydrazine hydrate; In ethanol; toluene;

DOI:10.1016/j.tetlet.2012.03.072

upstream raw materials:

1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside

benzyl N-[2-(hydrazinecarbonyl)ethyl]carbamate

2-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)acetaldehyde

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester

Downstream raw materials:

1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine

C₃₃H₄₇N₃O₁₄