1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose
• CAS No.: 113956-96-0
• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.386

Synonyms:1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose

Chemical Property of 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose

There total 3 articles about 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose 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:

C32H38O11S2 → 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose (113956-96-0)

Guidance literature:

With sodium iodide; In butanone; for 24h; Yield given; Heating;

DOI:10.1248/cpb.35.2219

Reference yield:

3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose (98039-10-2) → 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose (113956-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.5 percent / 2percent H₂SO₄ / methanol / 15 h / Ambient temperature

2: Et₃N/DMAP / CH₂Cl₂ / 19 h / Ambient temperature

3: NaI / butan-2-one / 24 h / Heating

With dmap; sulfuric acid; triethylamine; sodium iodide; In methanol; dichloromethane; butanone;

DOI:10.1248/cpb.35.2219

Reference yield:

(R)-1-[(3aR,5S,6R,6aR)-6-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol (86654-47-9) → 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose (113956-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N/DMAP / CH₂Cl₂ / 19 h / Ambient temperature

2: NaI / butan-2-one / 24 h / Heating

With dmap; triethylamine; sodium iodide; In dichloromethane; butanone;

DOI:10.1248/cpb.35.2219

upstream raw materials:

3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose

(R)-1-[(3aR,5S,6R,6aR)-6-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Downstream raw materials:

ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

(Z)-(4R,5R)-5-Hydroxy-4-(4-methoxy-benzyloxymethyl)-2-methyl-hept-2-enoic acid ethyl ester

14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

6''-dihydro-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

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