(2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran

Base Information

• Chemical Name: (2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran
• CAS No.: 1270942-46-5
• Molecular Formula: C₃₈H₄₁N₃O₅
• Molecular Weight: 619.761
• Mol file: 1270942-46-5.mol

Synonyms:(2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran

Chemical Property of (2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran

There total 1 articles about (2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran 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: 86.0%

(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran-2-ol (190505-14-7) → (2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran (1270942-46-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In dichloromethane; acetonitrile; at -40 ℃; for 2h; Molecular sieve;

DOI:10.1039/c0ob00555j

Reference yield: 55.0%

(2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran (1270942-46-5) → (5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene (1270942-54-5)

Guidance literature:

In chloroform-d1; at 20 ℃;

DOI:10.1039/c0ob00555j

Reference yield:

(2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran (1270942-46-5) → C38H43NO5

Guidance literature:

With ammonium chloride; zinc; In methanol; at 20 ℃; for 2h;

DOI:10.1039/c0ob00555j

upstream raw materials:

(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran-2-ol

Downstream raw materials:

N-((3R,4S,5R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran-2-yl)acrylamide

(2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-1-oxa-7-azaspiro[5.6]dodec-9-en-8-one

(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-1-oxa-7-azaspiro[5.6]dodec-9-en-8-one

(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene