2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile

Base Information

• Chemical Name: 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile
• CAS No.: 1228036-38-1
• Molecular Formula: C₂₆H₃₁NO₄
• Molecular Weight: 421.536
• Mol file: 1228036-38-1.mol

Synonyms:2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile

Chemical Property of 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile

There total 2 articles about 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile 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:

2-((2S,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-6-methyl-3-oxo-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile (1228036-67-6) → C26H31NO4 (1228036-37-0) + 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile (1228036-38-1)

Guidance literature:

2-((2S,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-6-methyl-3-oxo-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile; With ytterbium(III) chloride hexahydrate; In methanol; at -80 ℃; for 0.166667h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at -80 ℃; for 0.166667h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ol1008203

Reference yield:

C28H35NO4 (1228036-36-9) → C26H31NO4 (1228036-37-0) + 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile (1228036-38-1)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 - 40 ℃; Inert atmosphere;

DOI:10.1021/ol1008203

Reference yield: 88.0%

2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile (1228036-38-1) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → C32H45NO4Si + 2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-6-methyl-3-(triethylsilyloxy)-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile (1228036-69-8)

Guidance literature:

2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-3-hydroxy-6-methyl-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; Inert atmosphere;

triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol1008203

upstream raw materials:

2-((2S,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-6-methyl-3-oxo-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile

C₂₈H₃₅NO₄

Downstream raw materials:

2-((2S,3R,6S,7R)-6-(benzyloxy)-7-(3-(benzyloxy)propyl)-6-methyl-3-(triethylsilyloxy)-2,3,6,7-tetrahydrooxepin-2-yl)acetonitrile