Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester

Base Information

• Chemical Name: Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester
• CAS No.: 741693-04-9
• Molecular Formula: C₁₉H₂₃N₃O₇
• Molecular Weight: 405.408
• Mol file: 741693-04-9.mol

Synonyms:Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester

Chemical Property of Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester

There total 1 articles about Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester 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: 94.0%

benzyl azide (622-79-7) + D-glucal triacetate (2873-29-2) → Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester (741693-04-9)

Guidance literature:

With trimethyl orthoformate; at 120 ℃; for 30h;

DOI:10.1021/ja0319238

Reference yield: 98.0%

Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester (741693-04-9) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-azido-5-benzylamino-tetrahydro-pyran-4-yl ester

Guidance literature:

Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester; With acetone; at 20 ℃; for 15h; Irradiation;

With trimethylsilylazide; In acetone; acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/ja0319238

Reference yield: 96.0%

isopropyl alcohol (67-63-0,8013-70-5) + Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester (741693-04-9) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-benzylamino-6-isopropoxy-tetrahydro-pyran-4-yl ester

Guidance literature:

Acetic acid (3aS,5R,6S,7R,7aR)-6-acetoxy-5-acetoxymethyl-3-benzyl-3,3a,5,6,7,7a-hexahydro-pyrano[2,3-d][1,2,3]triazol-7-yl ester; With acetone; at 20 ℃; for 15h; Irradiation;

isopropyl alcohol; With scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; acetone; at 20 ℃; for 2h;

DOI:10.1021/ja0319238

upstream raw materials:

benzyl azide

D-glucal triacetate