4-N-tert-Butyloxycarbonyl ZanaMivir AMine

Base Information

• Chemical Name: 4-N-tert-Butyloxycarbonyl ZanaMivir AMine
• CAS No.: 166830-74-6
• Molecular Formula: C16H26N2O9
• Molecular Weight: 390.39
• Mol file: 166830-74-6.mol

Synonyms:4-N-tert-Butyloxycarbonyl ZanaMivir AMine

Chemical Property of 4-N-tert-Butyloxycarbonyl ZanaMivir AMine

Chemical Property:

• PSA: 174.65000
• LogP: -0.75240
• Solubility.: Water

Purity/Quality:

95% ^*data from raw suppliers

4-N-tert-Butyloxycarbonyl zanamivir amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-N-tert-Butyloxycarbonyl Zanamivir Amine is a reactant used in the preparation of analogs of potent anti-influenza didehydrodideoxyacetylneuraminic acid.

Technology Process of 4-N-tert-Butyloxycarbonyl ZanaMivir AMine

There total 1 articles about 4-N-tert-Butyloxycarbonyl ZanaMivir AMine 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: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-acetamido-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid (130525-62-1) → (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid (166830-74-6)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 20 ℃; for 0.75h;

Reference yield: 72.0%

(4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid (166830-74-6) + diazodiphenylmethane (908093-98-1) → (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester (166830-76-8)

Guidance literature:

In 1,4-dioxane; dichloromethane; water; at 21 ℃; for 72h;

Reference yield:

(4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid (166830-74-6) → (4S,5R,6R)-5-Acetylamino-4-amino-6-(methyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester (182251-57-6)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. HCl / CH₂Cl₂ / 24 h / 23 °C

2: aq. NaIO₄ / methanol / 3 h / 23 °C

3: NaClO₂, aq. KH₂PO₄, cyclohexene / 2-methyl-propan-2-ol / 18 h / 23 °C

4: 97 percent / pyridine / dimethylformamide / 3 h / 23 °C

5: 88 percent / tetrahydrofuran / 4 h / 23 °C

6: HCl / dioxane / 0.5 h

With pyridine; hydrogenchloride; sodium chlorite; sodium periodate; potassium dihydrogenphosphate; cyclohexene; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

5-acetamido-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid

Downstream raw materials:

(4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester

(4S,5R,6R)-5-Acetylamino-4-amino-6-propylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester

(4S,5R,6R)-5-Acetylamino-4-amino-6-(methyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester

(2R,3R,4S)-3-Acetylamino-4-(tert-butoxycarbonylamino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester