(2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol

Base Information

• Chemical Name: (2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol
• CAS No.: 126502-46-3
• Molecular Formula: C₁₈H₂₈O₆
• Molecular Weight: 340.417

Synonyms:(2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol

Chemical Property of (2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol

Chemical Property:

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Technology Process of (2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol

There total 2 articles about (2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol 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: 89.0%

2,4-Di-O-methyl-3-O-(phenylmethyl)-D-galactol (126502-45-2) + acetone (67-64-1) → 2,4-Di-O-methyl-5,6-O-(1-methylethylidene)-3-O-(phenylmethyl)-D-galactol (126502-46-3)

Guidance literature:

With molecular sieve; toluene-4-sulfonic acid; for 4h; Ambient temperature;

DOI:10.1021/jo00296a041

Reference yield: 89.0%

(3S,4R,5S)-4-Benzyloxy-3,5-dimethoxy-hexane-1,2,6-triol (126502-45-2) + acetone (67-64-1) → (2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol (126502-46-3)

Guidance literature:

With 3 A molecular sieve; toluene-4-sulfonic acid; Ambient temperature;

DOI:10.1021/jo00262a006

Reference yield:

(2S,3R,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butan-1-ol (126502-46-3) → (2R,3S,4S)-3-Benzyloxy-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethoxy-butyraldehyde (118299-04-0)

Guidance literature:

With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -78 ℃;

DOI:10.1021/jo00262a006

upstream raw materials:

2,4-Di-O-methyl-3-O-(phenylmethyl)-D-galactol

acetone

(3S,4R,5S)-4-Benzyloxy-3,5-dimethoxy-hexane-1,2,6-triol

Downstream raw materials:

2,4-Di-O-methyl-5,6-O-(1-methylethylidene)-3-O-(phenylmethyl)-D-galactose

<2R-<2α(γS*,εS*),3β,5β,6α/β>>-6-Hydroxy-ε,3-dimethoxy-γ,5-dimethyltetrahydro-2H-pyran-2-pentanol benzoate

<3R-<3α,5α,6β(1S*,3S*)>>-6-<5-(Benzoyloxy)-1-methoxy-3-methylpentyl>tetrahydro-5-methoxy-3-methyl-2H-pyran-2-one

(E)-(5S,6R,7S)-6-Benzyloxy-7-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7-dimethoxy-3-methyl-hept-3-enal

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