2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester

Base Information

• Chemical Name: 2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester
• CAS No.: 146669-04-7
• Molecular Formula: C₂₈H₃₅NO₁₅
• Molecular Weight: 625.584

Synonyms:2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester

Chemical Property of 2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester

Chemical Property:

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Technology Process of 2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester

There total 1 articles about 2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester 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: 99.0%

acetic anhydride (108-24-7) + 5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-03-6) → 2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester (146669-04-7)

Guidance literature:

With pyridine; dmap; 1) 0 deg C, 30 min, 2) r.t., overnight;

DOI:10.1016/S0040-4020(01)80502-0

Reference yield: 100.0%

2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester (146669-04-7) → 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-05-8)

Guidance literature:

With hydrogenchloride; acetyl chloride; In diethyl ether; at -45 ℃;

DOI:10.1016/S0040-4020(01)80502-0

Reference yield:

2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester (146669-04-7) → (4S,5R,6R)-4-Acetoxy-5-benzyloxycarbonylamino-2-chloro-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:

With hydrogenchloride; acetyl chloride; In dichloromethane; for 65h;

DOI:10.1016/S0040-4020(97)00370-0

upstream raw materials:

acetic anhydride

5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

Downstream raw materials:

4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

methyl (4,7,8,9-tetra-O-acetyl-5-amino-5-N-benzyloxycarbonyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate

cytidin-5'-yl 5-N-carbobenzyloxyamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid-2''-yl phosphate

2',3'-O,N⁴-triacetylcytidin-5'-yl methyl 4,7,8,9-tetra-O-acetyl-5-amino-5-N-benzyloxycarbonyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid-2''-yl phosphate

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