3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

Base Information

Chemical Name:3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate
CAS No.:132523-62-7
Molecular Formula:C₂₄H₂₈O₇
Molecular Weight:428.482
Hs Code.:

Synonyms:3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

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Chemical Property of 3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

Chemical Property:

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Technology Process of 3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

There total 9 articles about 3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate 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:

: 23202-83-7,2592-42-9
5-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 132523-62-7
3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

Guidance literature:: Multi-step reaction with 6 steps

1: CrO₃, pyridine, Celite / CH₂Cl₂ / 2 h

2: 80 percent / tetrahydrofuran / 1) RT, 1 h, 2) 55 deg C, 2 h

3: 1.) BH₃*THF, 2.) 30percent aq. H₂O₂, 2 M aq. NaOH / 1.) RT, 1 h, 2.) THF, RT, 65 min

4: 1.) NaH, DMSO / 1.) 40 deg C, 1 h, 2.) RT, 50 min

5: acetic acid / H₂O / 5 h / 80 °C

6: pyridine / 7.5 h

With pyridine; chromium(VI) oxide; sodium hydroxide; borane-THF; Celite; dihydrogen peroxide; sodium hydride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm00061a013

Reference yield:

: 34311-63-2
5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose

: 132523-62-7
3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / tetrahydrofuran / 1) RT, 1 h, 2) 55 deg C, 2 h

2: 1.) BH₃*THF, 2.) 30percent aq. H₂O₂, 2 M aq. NaOH / 1.) RT, 1 h, 2.) THF, RT, 65 min

3: 1.) NaH, DMSO / 1.) 40 deg C, 1 h, 2.) RT, 50 min

4: acetic acid / H₂O / 5 h / 80 °C

5: pyridine / 7.5 h

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; sodium hydride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; water;
DOI:10.1021/jm00061a013

Reference yield:

: 26293-59-4
3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

: 132523-62-7
3-deoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose diacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BH₃*THF, 2.) 30percent aq. H₂O₂, 2 M aq. NaOH / 1.) RT, 1 h, 2.) THF, RT, 65 min

2: 1.) NaH, DMSO / 1.) 40 deg C, 1 h, 2.) RT, 50 min

3: acetic acid / H₂O / 5 h / 80 °C

4: pyridine / 7.5 h

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; sodium hydride; acetic acid; dimethyl sulfoxide; In water;
DOI:10.1021/jm00061a013