(Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine

Base Information

• Chemical Name: (Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine
• CAS No.: 1017581-26-8
• Molecular Formula: C₃₃H₄₂O₅Si
• Molecular Weight: 546.779
• Mol file: 1017581-26-8.mol

Synonyms:(Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine

Chemical Property of (Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine

There total 1 articles about (Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine 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: 61.0%

(Z,3S,8S,9R)-benzyloxy-9-tbutyldiphenylsilyloxymethyl-3-dimethylsilyloxy-2-methylene-4,7,8,9-tetrahydro-3H-oxonine (1017581-25-7) → (Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine (1017581-26-8)

Guidance literature:

(Z,3S,8S,9R)-benzyloxy-9-tbutyldiphenylsilyloxymethyl-3-dimethylsilyloxy-2-methylene-4,7,8,9-tetrahydro-3H-oxonine; (bicyclo(2.2.1)hepta-2,5-diene)(1,4-(Ph₂P)2butane)Rh(I) BF₄; In acetone; for 18h; Heating;

With potassium hydroxide; dihydrogen peroxide; In tetrahydrofuran; methanol; for 1h; Further stages.;

DOI:10.1039/b715354f

Reference yield: 97.0%

(Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine (1017581-26-8) → (Z,2R,3S,8S,9R)-2,9-bis-hydroxymethyl-8-benzyloxyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonine (1017581-27-9)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/b715354f

Reference yield: 80.0%

(Z,2R,3S,8S,9R)-8-benzyloxy-9-tbutyldiphenylsilyoxymethyl-3-hydroxy-2-hydroxymethyl-2,3,4,7,8,9-hexahydro-oxonine (1017581-26-8) + 4-methoxy-benzaldehyde (123-11-5) → 2(R),4a(R),6(R),7(S),11a(S)-7-benzyloxy-6-tbutyldimethylsilyloxymethyl-2-(4-methoxy-phenyl)-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononene (1017581-29-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In benzene; for 18h; Heating;

DOI:10.1039/b715354f

upstream raw materials:

(Z,3S,8S,9R)-benzyloxy-9-tbutyldiphenylsilyloxymethyl-3-dimethylsilyloxy-2-methylene-4,7,8,9-tetrahydro-3H-oxonine

Downstream raw materials:

(Z,2R,3S,8S,9R)-2,9-bis-hydroxymethyl-8-benzyloxyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonine

2(R),4a(R),6(R),7(S),11a(S)-7-benzyloxy-6-tbutyldimethylsilyloxymethyl-2-(4-methoxy-phenyl)-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononene