4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

Base Information

Chemical Name:4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid
CAS No.:135968-27-3
Molecular Formula:C₂₉H₃₂O₇
Molecular Weight:492.569
Hs Code.:

Synonyms:4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

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Chemical Property of 4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

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Technology Process of 4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

There total 7 articles about 4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid 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: 100.0%

: 135853-21-3
Methyl 4,5,7-Tri-O-benzyl-3-deoxy-α-D-ribo-2-heptosulo-2,6-pyranoside

: 135968-27-3
4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

Guidance literature:: With silver(l) oxide; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jo00018a017

Reference yield:

: 135853-09-7
(3S,4R,5R)-4-O-Benzyl-5,6-O-isopropylidene-3,4,5,6-tetrahydroxy-1-(2-thiazolyl)-1-hexanone

: 135968-27-3
4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / p-TsOH / 50 °C

2: 1) NaH, 2) n-Bu₄NI / 1) THF, reflux, 2) room temp.

3: acetonitrile / Heating

4: NaBH₄ / methanol / -10 °C

5: HgCl₂, H₂O / acetonitrile / Ambient temperature

6: 100 percent / Ag₂O / tetrahydrofuran / Ambient temperature

With sodium tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; mercury dichloride; silver(l) oxide; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jo00018a017

Reference yield:

: 100-39-0
benzyl bromide

: 135968-27-3
4,5,7-Tri-O-benzyl-2-O-methyl-3-deoxy-α-D-ribo-2-heptulopyranosonic Acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH, 2) n-Bu₄NI / 1) THF, reflux, 2) room temp.

2: acetonitrile / Heating

3: NaBH₄ / methanol / -10 °C

4: HgCl₂, H₂O / acetonitrile / Ambient temperature

5: 100 percent / Ag₂O / tetrahydrofuran / Ambient temperature

With sodium tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury dichloride; silver(l) oxide; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jo00018a017