methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

Base Information

Chemical Name:methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside
CAS No.:82877-99-4
Molecular Formula:C₁₉H₂₆N₂O₈
Molecular Weight:410.424
Hs Code.:

Synonyms:methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

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Chemical Property of methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

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Technology Process of methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

There total 9 articles about methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside 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:

: [(3aS,4R,6S,7R,7aR)-6-Methoxy-2,2-dimethyl-4-((Z)-2-nitro-vinyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-carbamic acid benzyl ester

: 82877-99-4
methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; toluene; for 1h; Yield given; Ambient temperature;
DOI:10.1246/bcsj.55.1574

Reference yield:

: 82877-96-1
methyl 2-(benzyloxycarbonyl)amino-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

: 82877-99-4
methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: DMSO, DCC, pyridine, phosphonic acid / benzene / 4 h / Ambient temperature

2: methanolic MeONa / 1 h / Ambient temperature

3: Ac₂O, pyridine / CHCl₃ / 22 h / Ambient temperature

4: NaBH₄ / ethanol; toluene / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; phosphonic acid; sodium methylate; acetic anhydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In ethanol; chloroform; toluene; benzene;
DOI:10.1246/bcsj.55.1574

Reference yield:

: 82877-95-0
methyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-galactopyranoside

: 82877-99-4
methyl 2-benzyloxycarbonylamino-2,6,7-trideoxy-3,4-O-isopropylidene-7-nitro-α-D-galacto-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 58.8 percent / 11percent methanolic NH₃ / 18 h

2: 53 percent / conc. H₂SO₄ / 2.5 h / Ambient temperature

3: DMSO, DCC, pyridine, phosphonic acid / benzene / 4 h / Ambient temperature

4: methanolic MeONa / 1 h / Ambient temperature

5: Ac₂O, pyridine / CHCl₃ / 22 h / Ambient temperature

6: NaBH₄ / ethanol; toluene / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; phosphonic acid; sulfuric acid; ammonia; sodium methylate; acetic anhydride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In ethanol; chloroform; toluene; benzene;
DOI:10.1246/bcsj.55.1574