(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine
CAS No.:1055040-06-6
Molecular Formula:C₄₁H₅₁NO₆
Molecular Weight:653.859
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

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Chemical Property of (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

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Technology Process of (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

There total 4 articles about (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine 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: 82.0%

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

: 1055040-06-6
(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

Guidance literature:: With borane; In tetrahydrofuran; for 1.5h; Heating;
DOI:10.1021/jo960362i

Reference yield:

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

: 1055040-06-6
(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

Guidance literature:: Multi-step reaction with 4 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

4: 82 percent / BH₃ / tetrahydrofuran / 1.5 h / Heating

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

Reference yield:

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

: 1055040-06-6
(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

Guidance literature:: Multi-step reaction with 2 steps

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

2: 82 percent / BH₃ / tetrahydrofuran / 1.5 h / Heating

With methyl magnesium iodide; borane; In tetrahydrofuran;
DOI:10.1021/jo960362i