N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

Base Information

Chemical Name:N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam
CAS No.:134746-44-4
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

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Chemical Property of N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

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Technology Process of N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

There total 6 articles about N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam 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: 75.0%

: 18908-34-4
5-amino-5-deoxy-2,3-O-isopropylidene-D-ribono-1,5-lactam

: 100-44-7
benzyl chloride

: 134746-44-4
N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 1.) 25 deg C, 1.5 h, 2.) 8 h;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<691::AID-CHEM691>3.0.CO;2-E

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 134746-44-4
N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / pyridine / 20 h / -28 °C

2: 88 percent / NaN₃ / dimethylformamide / 6 h / 100 °C

3: 67 percent / H₂ / Pd/C / methanol / 2.5 h / 25 °C / 750.06 Torr

4: 75 percent / NaH / dimethylformamide / 1.) 25 deg C, 1.5 h, 2.) 8 h

With pyridine; sodium azide; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<691::AID-CHEM691>3.0.CO;2-E

Reference yield:

: 23709-18-4
(3aR,6R,6aR)-6-(azidomethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

: 134746-44-4
N-Benzyl-5-amino-4-O-benzyl-5-deoxy-2,3-isopropylidene-D-ribono-1,5-lactam

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / H₂ / Pd/C / methanol / 2.5 h / 25 °C / 750.06 Torr

2: 75 percent / NaH / dimethylformamide / 1.) 25 deg C, 1.5 h, 2.) 8 h

With hydrogen; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<691::AID-CHEM691>3.0.CO;2-E