1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

Base Information

Chemical Name:1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one
CAS No.:182124-72-7
Molecular Formula:C₄₁H₄₉NO₇
Molecular Weight:667.843
Hs Code.:

Synonyms:1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

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Chemical Property of 1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

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Technology Process of 1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

There total 3 articles about 1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one 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:

: 162333-06-4
3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

: 182124-72-7
1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium formate, NaBH₃CN / methanol / 0.5 h / Ambient temperature

2: 1.) MeMgI / 1.) THF, room temperature, 5 min, 2) room temperature, 2 h

With methyl magnesium iodide; ammonium formate; sodium cyanoborohydride; In methanol;
DOI:10.1021/jo960362i

Reference yield:

: (2R,3R,4S,5S)-1,3,4,5-Tetrakis-benzyloxy-7-methoxymethoxy-heptane-2,6-diol

: 182124-72-7
1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: (CF₃CO)2O, DMSO / CH₂Cl₂ / 1.5 h / -78 °C

2: ammonium formate, NaBH₃CN / methanol / 0.5 h / Ambient temperature

3: 1.) MeMgI / 1.) THF, room temperature, 5 min, 2) room temperature, 2 h

With methyl magnesium iodide; ammonium formate; sodium cyanoborohydride; dimethyl sulfoxide; trifluoroacetic anhydride; In methanol; dichloromethane;
DOI:10.1021/jo960362i

Reference yield:

: 141-75-3
butyryl chloride

: 162333-05-3
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol

: 182124-72-7
1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one

Guidance literature:: With methyl magnesium iodide; Yield given. Multistep reaction; 1.) THF, room temperature, 5 min, 2) room temperature, 2 h;
DOI:10.1021/jo960362i