1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

Base Information

Chemical Name:1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose
CAS No.:124377-37-3
Molecular Formula:C₁₇H₂₄O₆S
Molecular Weight:356.44
Hs Code.:

Synonyms:1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

Chemical Property:

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Technology Process of 1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

There total 12 articles about 1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose 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:

: 100-39-0
benzyl bromide

: 124377-37-3
1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi, NaI; 2.) HMPA / 1.) THF, hexane, -78 deg C, 30 min; 2.) THF, r.t., overnight

2: t-BuOK, water / tetrahydrofuran / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / Ambient temperature

4: TEA / CH₂Cl₂ / 0.5 h / 0 °C

5: NaBH₄ / ethanol / Ambient temperature

6: 100 percent / NaIO₄ / methanol; H₂O / Ambient temperature

7: Dowex 50-X₈ / tetrahydrofuran; H₂O / 5 h / 45 °C

8: pyridine, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; Dowex 50-X₈; TEA; potassium tert-butylate; water; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1246/bcsj.62.845

Reference yield:

: ((2R,3S)-2-Benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-acetic acid

: 124377-37-3
1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran / Ambient temperature

2: TEA / CH₂Cl₂ / 0.5 h / 0 °C

3: NaBH₄ / ethanol / Ambient temperature

4: 100 percent / NaIO₄ / methanol; H₂O / Ambient temperature

5: Dowex 50-X₈ / tetrahydrofuran; H₂O / 5 h / 45 °C

6: pyridine, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Dowex 50-X₈; TEA; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1246/bcsj.62.845

Reference yield:

: Methanesulfonic acid 2-((2R,3S)-2-benzyloxymethyl-5-methoxy-tetrahydro-furan-3-yloxy)-ethyl ester

: 124377-37-3
1-O-acetyl-5-O-benzyl-2-deoxy-3-O-<(2-methylsulfinyl)ethyl>-D-erythro-pentofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / ethanol / Ambient temperature

2: 100 percent / NaIO₄ / methanol; H₂O / Ambient temperature

3: Dowex 50-X₈ / tetrahydrofuran; H₂O / 5 h / 45 °C

4: pyridine, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; Dowex 50-X₈; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1246/bcsj.62.845