N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

Base Information

Chemical Name:N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide
CAS No.:858108-88-0
Molecular Formula:C₃₀H₃₄INO₅
Molecular Weight:615.508
Hs Code.:

Synonyms:N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

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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 N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

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Technology Process of N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

There total 7 articles about N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide 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:

: 952139-83-2
C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methyl methanesulfonate

: 858108-88-0
N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: With sodium iodide; In butanone; at 100 ℃;
DOI:10.1055/s-2005-865226

Reference yield:

: 858108-84-6
C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanol

: 858108-88-0
N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: With iodine; triphenylphosphine;
DOI:10.1002/chem.200601743

Reference yield:

: (2S,3S,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carbaldehyde

: 858108-88-0
N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaBH₄ / tetrahydrofuran / 20 °C

2: PPh₃ / tetrahydrofuran / 20 °C

3: methanol / 20 °C

4: 88 percent / pyridine / CH₂Cl₂ / 20 °C

5: NaI / butan-2-one / 100 °C

With pyridine; sodium tetrahydroborate; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; butanone;
DOI:10.1055/s-2005-865226