methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

Base Information

Chemical Name:methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate
CAS No.:869550-10-7
Molecular Formula:C₄₇H₅₇NO₁₂
Molecular Weight:827.969
Hs Code.:

Synonyms:methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

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Chemical Property of methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

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Technology Process of methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

There total 1 articles about methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate 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: 93.0%

: 3587-60-8
Benzyloxymethyl chloride

: 132591-12-9
methyl (2-C-allyl-5-N-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranitol)onate

: 869550-10-7
methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1021/jo0512608

Reference yield: 98.0%

: 869550-10-7
methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

: 869550-11-8
5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-(benzyloxymethyl)-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nonitol

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jo0512608

Reference yield:

: 869550-10-7
methyl 5-acetamido-2,6-anhydro-4,7,8,9-tetra-O-benzyloxymethyl-3,5-dideoxy-2-C-(2-propenyl)-D-erythro-L-gluco-nononate

: 869550-13-0
6-acetamido-3,7-anhydro-5,8,9,10-tetra-O-(benzyloxymethyl)-3-C-((tert-butyl(dimethyl)silyl)oxymethyl)-2,4,6-trideoxy-D-erythro-L-manno-decose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / LiEt₃BH / tetrahydrofuran / 0.5 h / 20 °C

2.1: 93 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: O₃ / methanol; CH₂Cl₂ / 0.33 h / -78 °C

3.2: 92 percent / Me₂S / methanol; CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; lithium triethylborohydride; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0512608