(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

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Chemical Name:(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine
CAS No.:914080-48-1
Molecular Formula:C₄₄H₄₄N₂O₄S
Molecular Weight:696.91
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

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Chemical Property of (2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

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Technology Process of (2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

There total 2 articles about (2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine 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: 80.0%

: 916585-87-0
(2R,3R,4R,5S,6S)-6-Benzylamino-1,3,4,5-tetrakis-benzyloxy-6-thiazol-2-yl-hexan-2-ol

: 914080-48-1
(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

Guidance literature:: (2R,3R,4R,5S,6S)-6-Benzylamino-1,3,4,5-tetrakis-benzyloxy-6-thiazol-2-yl-hexan-2-ol; With N,N,N,N,-tetramethylethylenediamine; methanesulfonyl chloride; triethylamine; In toluene; at 0 ℃; for 1h;

With triethylamine; In acetonitrile; at 0 - 85 ℃;
DOI:10.1021/jo060890m

Reference yield:

: (2R,3R,4R,5S)-6-N-benzyl-N-hydroxyamino-1,3,4,5-tetra-O-benzyl-6-thiazol-2-yl-1,2,3,4,5-hexanepentol

: 914080-48-1
(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 54 percent / (AcO)2Cu*H₂O; AcOH; Zn / H₂O / 1 h / 80 °C

2.1: Et₃N; TMEDA; MsCl / toluene / 1 h / 0 °C

2.2: 80 percent / Et₃N / acetonitrile / 0 - 85 °C

With N,N,N,N,-tetramethylethylenediamine; copper diacetate; acetic acid; methanesulfonyl chloride; triethylamine; zinc; In water; toluene;
DOI:10.1021/jo060890m

Reference yield:

: 914080-48-1
(2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine

: (2S,3S,4S,5R,6S)-1-Benzyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidine-2-carbaldehyde

Guidance literature:: (2S,3S,4S,5R,6S)-N-benzyl-6-benzyloxymethyl-2-(thiazol-2-yl)-3,4,5-tribenzyloxypiperidine; With methyl iodide; In acetonitrile; at 110 ℃; for 0.25h; microwave irradiation;

With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃; for 0.666667h;

With mercury dichloride; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo060890m