(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Base Information

• Chemical Name: (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine
• CAS No.: 212612-93-6
• Molecular Formula: C₄₄H₆₃NO₉SSi₂
• Molecular Weight: 838.223
• Mol file: 212612-93-6.mol

Synonyms:(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Chemical Property of (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

There total 8 articles about (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine 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: 96.0%

(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine (212612-92-5) + Methanesulfonic anhydride (7143-01-3) → (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine (212612-93-6)

Guidance literature:

With pyridine;

DOI:10.1021/ja980705p

Reference yield: 96.0%

(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine + Methanesulfonic anhydride (7143-01-3) → (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine (212612-93-6)

Guidance literature:

In pyridine; at 20 ℃; for 0.166667h;

DOI:10.1021/jo991990d

Reference yield:

(dimethylphenylsilyl)acetylene (17156-64-8) → (2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]-1-[(methanesulfonyl)oxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine (212612-93-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) EtMgBr / 1.) Et₂O, THF, 2.) 66 deg C

2: 1.) (c-C₆H₁₁)BH, 2.) HOAc / 1.) THF

3: 97 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -74 °C

4: 97 percent / benzene / 25 °C

5: L-selectride / tetrahydrofuran / -74 °C

6: 96 percent / pyridine

With pyridine; oxalyl dichloride; (c-C₆H₁₁)BH; ethylmagnesium bromide; L-Selectride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/ja980705p

upstream raw materials:

(2R,3R,3aR,4R,6R)-4-benzyloxy-2-{(1S)-1-hydroxy-2-[dimethyl(1,1,2-trimethylpropyl)siloxy]ethyl}-3-(dimethylphenylsilyl)-6-[(1S,2R)-(2-phenylcyclohexyl)oxy]hexahydroisoxazolo-[1,7b][1,2]oxazine

Methanesulfonic anhydride

(dimethylphenylsilyl)acetylene

2-[(dimethyl(1,1,2-trimethylpropyl)silyl)oxy]ethanal

Downstream raw materials:

(1R,2R,3R,7aR)-7-benzyloxy-3-{(dimethyl[1,1,2-trimethylpropyl]siloxy)methyl}-1-(dimethylphenylsilyl)hexahydro-1H-pyrrolizin-2-ol