N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

Base Information

Chemical Name:N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide
CAS No.:182355-75-5
Molecular Formula:C₃₄H₃₆N₂O₇S
Molecular Weight:616.735
Hs Code.:

Synonyms:N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

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Chemical Property of N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

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Technology Process of N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

There total 8 articles about N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-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: 89.0%

: 182355-74-4
N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridin-2-ylsulfanyl)-tetrahydro-pyran-3-yl]-acetamide

: 182355-75-5
N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;
DOI:10.1039/CC9960001883

Reference yield:

: 2127-03-9
2,2'-dipyridyldisulphide

: 182355-75-5
N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 614 mg / tributylphosphine / CH₂Cl₂ / 1 h / 20 °C

2: SnCl₂, thiophenol, triethylamine / acetonitrile / 0.33 h / 20 °C / other reagents: triphenylphosphine, NiCl₂/NaBH₄, SmI₂

3: 703 mg / pyridine

4: 89 percent / m-chloroperoxybenzoic acid, NaHCO₃ / CH₂Cl₂ / 2.5 h / 0 °C

With pyridine; tributylphosphine; sodium hydrogencarbonate; thiophenol; triethylamine; 3-chloro-benzenecarboperoxoic acid; tin(ll) chloride; In dichloromethane; acetonitrile;
DOI:10.1021/jo971727h

Reference yield:

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

: 182355-75-5
N-[(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: SnCl₂, PhSH, Et₃N / acetonitrile

2: pyridine

3: 89 percent / MCPBA, NaHCO₃ / CH₂Cl₂ / 0 °C

With pyridine; sodium hydrogencarbonate; thiophenol; triethylamine; 3-chloro-benzenecarboperoxoic acid; tin(ll) chloride; In dichloromethane; acetonitrile;
DOI:10.1039/CC9960001883