[(6E)-2,3,4,5-tetraacetyloxy-6-(carbamoylhydrazinylidene)hexyl] acetate

Base Information

• Chemical Name: [(6E)-2,3,4,5-tetraacetyloxy-6-(carbamoylhydrazinylidene)hexyl] acetate
• CAS No.: 7404-37-7
• Molecular Formula: C₁₇H₂₅N₃O₁₁
• Molecular Weight: 447.399
• NSC Number: 403480
• DSSTox Substance ID: DTXSID60421530
• Mol file: 7404-37-7.mol

Synonyms:NSC403480;7404-37-7;DTXSID60421530;NSC-403480

Chemical Property of [(6E)-2,3,4,5-tetraacetyloxy-6-(carbamoylhydrazinylidene)hexyl] acetate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.38g/cm³
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 16
• Exact Mass: 447.14890862
• Heavy Atom Count: 31
• Complexity: 722

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(C(C(C(C=NNC(=O)N)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OCC(C(C(C(/C=N/NC(=O)N)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of [(6E)-2,3,4,5-tetraacetyloxy-6-(carbamoylhydrazinylidene)hexyl] acetate

There total 6 articles about [(6E)-2,3,4,5-tetraacetyloxy-6-(carbamoylhydrazinylidene)hexyl] acetate 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:

D-mannose semicarbazone (41356-13-2) + acetic anhydride (108-24-7) → penta-O-acetyl-aldehydo-D-mannose semicarbazone (7404-37-7)

Guidance literature:

With pyridine;

DOI:10.1021/ja01300a080

Reference yield:

penta-O-acetyl-aldehydo-D-mannose oxime → penta-O-acetyl-aldehydo-D-mannose semicarbazone (7404-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; aqueous sodium nitrite; aqueous hydrochloric acid

2: water

With hydrogenchloride; ethanol; water; sodium nitrite;

DOI:10.1021/ja01300a080

Reference yield:

hexa-O-acetyl-D-mannose oxime (135962-25-3) → penta-O-acetyl-aldehydo-D-mannose semicarbazone (7404-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalic acid; methanol

2: ethanol; aqueous sodium nitrite; aqueous hydrochloric acid

3: water

With hydrogenchloride; methanol; ethanol; water; oxalic acid; sodium nitrite;

DOI:10.1021/ja01300a080

upstream raw materials:

penta-O-acetyl-D-mannose

semicarbazide hydrochloride

potassium acetate

(1Ξ)-O²,O³,O⁴,O⁵,O⁶-pentaacetyl-1-ethoxy-D-mannitol