methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate
CAS No.:133634-97-6
Molecular Formula:C₂₁H₃₀O₈
Molecular Weight:410.464
Hs Code.:

Synonyms:methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

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Chemical Property of methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

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Technology Process of methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

There total 2 articles about methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate 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: 91.0%

: 114729-36-1
(2R,4R,5R,6S)-4-Benzyloxy-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 74-88-4
methyl iodide

: 133634-97-6
methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: With calcium sulfate; silver(l) oxide; at 35 ℃; for 24h; the methylation was repeated three times;

Reference yield:

: 111833-94-4
methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-α-D-manno-oct-2-ulopyrano-sidono-1,5-lactone

: 133634-97-6
methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; CHCl₃ / 1 h

2: 91 percent / Ag₂O, CaSO₄ / 24 h / 35 °C / the methylation was repeated three times

With calcium sulfate; silver(l) oxide; In methanol; chloroform;

Reference yield:

: 133634-97-6
methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

: 133635-10-6
methyl (methyl 4-O-benzoyl-3-deoxy-5,7,8-tri-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / H₂, 1percent methanolic NH₃ / 10percent Pd/C / ethyl acetate

2: 73 percent / pyridine, DMAP / 35 °C

3: 81 percent / aq. TFA, silica gel / CH₂Cl₂ / Ambient temperature

4: 80 percent / Ag₂O, CaSO₄ / 12 h / 35 °C / the same procedure was repeated

With pyridine; dmap; calcium sulfate; ammonia; hydrogen; silica gel; trifluoroacetic acid; silver(l) oxide; palladium on activated charcoal; In dichloromethane; ethyl acetate;