methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Base Information

Chemical Name:methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside
CAS No.:241490-75-5
Molecular Formula:C₂₈H₃₉NO₇
Molecular Weight:501.62
Hs Code.:

Synonyms:methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Chemical Property of methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Technology Process of methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

There total 9 articles about methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside 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: 92.0%

: 241490-72-2
methyl 4-O-acetyl-3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

: 241490-75-5
methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: With sodium methylate; In methanol; for 15h;
DOI:10.1021/jo990403l

Reference yield:

: O-benzyl phenyl-2,6-dideoxy-1-thio-α,β-erythro-hexopyranosid-3-ulose oxime

: 241490-75-5
methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: cerium trichloride / tetrahydrofuran; diethyl ether / -78 °C

1.2: 42 percent / tetrahydrofuran; diethyl ether / -78 - -50 °C

2.1: 79 percent / pyridine / CHCl₃ / 6 h / Heating

3.1: 57 percent / triflic acid; N-iodosuccinimide / 1,2-dichloro-ethane; diethyl ether / 2 h / -20 - 10 °C

4.1: 92 percent / NaOCH₃ / methanol / 15 h

With pyridine; N-iodo-succinimide; cerium(III) chloride; trifluorormethanesulfonic acid; sodium methylate; In tetrahydrofuran; methanol; diethyl ether; chloroform; 1,2-dichloro-ethane; 1.1: Substitution / 1.2: Methylation / 2.1: Acetylation / 3.1: glycosylation; coupling / 4.1: Deacetylation;
DOI:10.1021/jo990403l

Reference yield:

: 98750-47-1
methyl 3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

: 241490-75-5
methyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-β-L-ribo-hexopyranosyl-(1->4)-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: triflic acid; N-iodosuccinimide / 1,2-dichloro-ethane; diethyl ether

2: 92 percent / NaOCH₃ / methanol / 15 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; In methanol; diethyl ether; 1,2-dichloro-ethane; 1: glycosylation; coupling / 2: Deacetylation;
DOI:10.1021/jo990403l