Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

Base Information

Chemical Name:Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide
CAS No.:848863-21-8
Molecular Formula:C₃₉H₄₅NO₆
Molecular Weight:623.789
Hs Code.:

Synonyms:Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

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Chemical Property of Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

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Technology Process of Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

There total 4 articles about Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide 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: 83.0%

: 85917-82-4
1-azido-1-deoxy-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose

: 848863-12-7
2-(diphenylphosphanyl)phenyl pentanoate

: 848863-21-8
Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

Guidance literature:: 1-azido-1-deoxy-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose; 2-(diphenylphosphanyl)phenyl pentanoate; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

With water; In N,N-dimethyl-formamide; at 70 ℃; for 2h;
DOI:10.1021/jo060409s

Reference yield: 60.0%

: 85917-82-4
1-azido-1-deoxy-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose

: 848863-12-7
2-(diphenylphosphanyl)phenyl pentanoate

: Pentanoic acid ((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

: 848863-21-8
Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

Guidance literature:: 1-azido-1-deoxy-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose; 2-(diphenylphosphanyl)phenyl pentanoate; In chloroform; toluene; at 70 ℃; for 1h;

In chloroform; toluene; at 70 ℃; for 1h; Irradiation;
DOI:10.1016/j.tetasy.2004.11.055

Reference yield:

: 80300-30-7
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 848863-21-8
Pentanoic acid ((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl azide / tin tetrachloride / CH₂Cl₂ / 1 h / 20 °C

2.1: dimethylformamide / 18 h / 70 °C

2.2: 83 percent / water / dimethylformamide / 2 h / 70 °C

With trimethylsilylazide; tin(IV) chloride; In dichloromethane; N,N-dimethyl-formamide; 2.1: Staudinger ligation / 2.2: Staudinger ligation;
DOI:10.1021/jo060409s