2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose

Base Information

• Chemical Name: 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose
• CAS No.: 188242-67-3
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357

Synonyms:2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose

Chemical Property of 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose

Chemical Property:

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Technology Process of 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose

There total 21 articles about 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose 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: 100.0%

(2S,3S,4R,5R)-1-benzyloxycarbonyl-2-(1',2'-dihydroxyethyl)-3,4-isopropylidenedioxy-5-methylpyrrolidine (362657-99-6) → 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose (188242-67-3)

Guidance literature:

With sodium periodate; In tetrahydrofuran; water;

DOI:10.1039/b819867e

Reference yield: 65.0%

2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-altrose (188242-66-2) → 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose (188242-67-3)

Guidance literature:

With sodium carbonate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00008-6

Reference yield:

(2S,3S,4R,5S,1'R)-1-benzyloxycarbonyl-2-(1',2'-dihydroxyethyl)-3,4-isopropylidenedioxy-5-methylpyrrolidine → 2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-allose (188242-67-3)

Guidance literature:

With sodium periodate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/b508855k

upstream raw materials:

2,5-(benzyloxycarbonylimino)-3,4-O-isopropylidene-2,5,6-trideoxy-D-altrose

(2S,3S,4R,5R)-1-benzyloxycarbonyl-2-(1',2'-dihydroxyethyl)-3,4-isopropylidenedioxy-5-methylpyrrolidine

benzyl chloroformate

(2S,3S,4R,5R)-2-(1',2'-dihydroxyethyl)-3,4-isopropylidenedioxy-5-methylpyrrolidine

Downstream raw materials:

(2S,3S,4R,5R)-1-benzyloxycarbonyl-2-hydroxymethyl-3,4-isopropylidenedioxy-5-methylpyrrolidine

2,5-(benzyloxycarbonylimino)-2,5,6-trideoxy-D-allitol

(2R,3S,4R,5R)-1-benzyloxycarbonyl-3,4-isopropylidenedioxy-5-methylproline methyl ester

(2S,3S,4R,5R)-3,4-dihydroxy-2-hydroxymethyl-5-methylpyrrolidine

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