(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

Base Information

Chemical Name:(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide
CAS No.:827025-86-5
Molecular Formula:C₆₈H₈₀N₂O₁₁
Molecular Weight:1101.39
Hs Code.:

(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

Synonyms:(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

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Chemical Property of (E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

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Technology Process of (E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

There total 5 articles about (E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide 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: 74.0%

: 827025-82-1
(E)-3-{(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-methoxycarbonyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylic acid methyl ester

: 110-58-7
n-Pentylamine

: 827025-86-5
(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

Guidance literature:: With trimethylaluminum; In dichloromethane; toluene; at 20 ℃;
DOI:10.1016/j.bmc.2004.09.033

Reference yield:

: 897365-18-3
C₅₄H₅₄O₁₁

: 827025-86-5
(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / sodium chlorite; hydrogen peroxide; sodium dihydrogen phosphate / H₂O; acetonitrile / 12 h / 0 - 20 °C

2.1: oxalyl chloride / CH₂Cl₂ / 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 1 h

3.2: 82 percent / tetrahydrofuran / 12 h

4.1: 74 percent / AlMe₃ / CH₂Cl₂; toluene / 20 °C

With sodium chlorite; sodium dihydrogen phosphate; oxalyl dichloride; dihydrogen peroxide; trimethylaluminum; sodium hydride; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.bmc.2004.09.033

Reference yield:

: C₅₄H₅₂Cl₂O₁₁

: 827025-86-5
(E)-N-Pentyl-3-{(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((E)-2-pentylcarbamoyl-vinyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-yl}-acrylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1 h

1.2: 82 percent / tetrahydrofuran / 12 h

2.1: 74 percent / AlMe₃ / CH₂Cl₂; toluene / 20 °C

With trimethylaluminum; sodium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.bmc.2004.09.033