methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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.:241490-76-6
Molecular Formula:C₃₈H₅₃NO₁₂
Molecular Weight:715.838
Hs Code.:

methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 11 articles about methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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:

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

: 241490-76-6
methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 5 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

5.1: 68 percent Turnov_. / silver triflate; s-collidine; molecular sieves 4A / benzene

With pyridine; 2,4,6-trimethyl-pyridine; N-iodo-succinimide; cerium(III) chloride; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; chloroform; 1,2-dichloro-ethane; benzene; 1.1: Substitution / 1.2: Methylation / 2.1: Acetylation / 3.1: glycosylation; coupling / 4.1: Deacetylation / 5.1: glycosylation; coupling;
DOI:10.1021/jo990403l

Reference yield:

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

: 241490-76-6
methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 3 steps

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

2: 92 percent / NaOCH₃ / methanol / 15 h

3: 68 percent Turnov_. / silver triflate; s-collidine; molecular sieves 4A / benzene

With 2,4,6-trimethyl-pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; diethyl ether; 1,2-dichloro-ethane; benzene; 1: glycosylation; coupling / 2: Deacetylation / 3: glycosylation; coupling;
DOI:10.1021/jo990403l

Reference yield:

: 241490-69-7
phenyl 4-O-acetyl-3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-1-thio-β-ribo-hexopyranoside

: 241490-76-6
methyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->4)-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 3 steps

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

2: 92 percent / NaOCH₃ / methanol / 15 h

3: 68 percent Turnov_. / silver triflate; s-collidine; molecular sieves 4A / benzene

With 2,4,6-trimethyl-pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; diethyl ether; 1,2-dichloro-ethane; benzene; 1: glycosylation; coupling / 2: Deacetylation / 3: glycosylation; coupling;
DOI:10.1021/jo990403l