(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol
CAS No.:259258-15-6
Molecular Formula:C₁₅H₂₁IO₄
Molecular Weight:392.234
Hs Code.:

Synonyms:(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

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Technology Process of (2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

There total 4 articles about (2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-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:

: 75837-45-5
methyl 3-O-benzyl-2-deoxy-2-C-methyl-α-D-altropyranoside

: 259258-15-6
(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 20 ℃; for 4h;
DOI:10.1021/jo990988j

Reference yield:

: 109958-35-2
(2R,4aR,6S,7S,8S,8aS)-8-Benzyloxy-6-methoxy-7-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 259258-15-6
(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C

2: 98.92 g / imidazole; triphenylphosphine; iodine / toluene / 4 h / 20 °C

With 1H-imidazole; iodine; toluene-4-sulfonic acid; triphenylphosphine; In methanol; toluene; 1: Hydrolysis / 2: Iodination;
DOI:10.1021/jo990988j

Reference yield:

: 68907-47-1
methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altro-pyranoside

: 259258-15-6
(2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / tetra-n-butylammonium iodide; sodium hydride / tetrahydrofuran; dimethylformamide; various solvent(s) / 20 °C

2: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C

3: 98.92 g / imidazole; triphenylphosphine; iodine / toluene / 4 h / 20 °C

With 1H-imidazole; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: Hydrolysis / 3: Iodination;
DOI:10.1021/jo990988j