3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam
CAS No.:250737-16-7
Molecular Formula:C₃₅H₃₆N₂O₇
Molecular Weight:596.68
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

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Chemical Property of 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

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Technology Process of 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

There total 1 articles about 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-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: 58.0%

: 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-amide

: {(3R,4R,5R)-4,5-Bis-benzyloxy-6-[1-benzyloxy-meth-(E)-ylidene]-2-oxo-piperidin-3-yl}-carbamic acid benzyl ester

: ((3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-6-hydroxy-2-oxo-piperidin-3-yl)-carbamic acid benzyl ester

: 250737-16-7
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

Guidance literature:: With acetic anhydride; In dimethyl sulfoxide; at 20 ℃; for 16h;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield: 85.0%

: 250737-16-7
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

: 250737-18-9
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam

Guidance literature:: With formic acid; sodium cyanoborohydride; In acetonitrile; for 2h; Heating;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield:

: 250737-16-7
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

: 250737-20-3
2-amino-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-δ-lactam

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NaCNBH₃; formic acid / acetonitrile / 2 h / Heating

2: 74 percent / hydrogen; formic acid / 5 percent Pd/C / H₂O; ethyl acetate; propan-2-ol / 2 h

With formic acid; hydrogen; sodium cyanoborohydride; palladium on activated charcoal; In water; ethyl acetate; isopropyl alcohol; acetonitrile; 1: Reduction / 2: Hydrogenation;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c