methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

Base Information

Chemical Name:methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone
CAS No.:138704-19-5
Molecular Formula:C₁₆H₁₇NO₈
Molecular Weight:351.313
Hs Code.:

Synonyms:methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

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Chemical Property of methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

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Technology Process of methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

There total 2 articles about methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone 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: 85.0%

: 122-04-3
4-nitro-benzoyl chloride

: 134747-17-4
methyl 3-C-(carboxymethylene)-2,3-didesoxy-α-D-ribo-hexapyranoside-2',4-γ-lactone

: 138704-19-5
methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)92154-3

Reference yield:

: 88901-92-2
methyl 4,6-O-benzylidene-3-C-(carbomethoxy-methylene)-2,3-didesoxy-α-D-ribo-hexapyranoside

: 138704-19-5
methyl 3-C-(carboxymethylene)-6-O-p-nitrobenzoyl-2,3-didesoxy-α-D-ribo-hexapyranoside-2,4-γ-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / hydrogen / 10percent Pd-C / methanol / 12 h

2: 80 percent / pyridine / 20 deg C, 24 h, then 70 deg C, 1 h

With pyridine; hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0040-4020(01)80014-4