dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

Base Information

Chemical Name:dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate
CAS No.:444666-51-7
Molecular Formula:C₃₂H₃₅NO₁₀
Molecular Weight:593.631
Hs Code.:

Synonyms:dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

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Chemical Property of dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

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Technology Process of dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

There total 1 articles about dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate 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: 62.0%

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 108-59-8
malonic acid dimethyl ester

: dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)malonate

: 444666-51-7
dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1002/1099-0690(200205)2002:9<1479::AID-EJOC1479>3.0.CO;2-P

Reference yield:

: 444666-51-7
dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

: 2-((2S,3S,4R,5S,6R)-3-Amino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-malonic acid dimethyl ester

Guidance literature:: With hydrogen; Raney nickel T₄; In methanol; at 20 ℃; for 8h;
DOI:10.1002/1099-0690(200205)2002:9<1479::AID-EJOC1479>3.0.CO;2-P

Reference yield:

: 444666-51-7
dimethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)malonate

: (3aS,5R,6S,7R,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-oxo-octahydro-pyrano[3,2-b]pyrrole-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Raney nickel T₄ / methanol / 8 h / 20 °C

2: Et₃N / CH₂Cl₂ / 3 h / 20 °C

With hydrogen; Raney nickel T₄; triethylamine; In methanol; dichloromethane;
DOI:10.1002/1099-0690(200205)2002:9<1479::AID-EJOC1479>3.0.CO;2-P