(2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol

Base Information

• Chemical Name: (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol
• CAS No.: 1345135-09-2
• Molecular Formula: C₂₇H₅₀O₄SSi
• Molecular Weight: 498.843
• Mol file: 1345135-09-2.mol

Synonyms:(2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol

Chemical Property of (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol

There total 15 articles about (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol 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:

C21H45IO2Si (1345135-28-5) + sodium benzenesulfonate (873-55-2) → (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol (1345135-09-2)

Guidance literature:

In N,N-dimethyl-formamide; for 6h;

DOI:10.1016/j.tet.2011.09.066

Reference yield:

(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane (1345135-05-8) → (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol (1345135-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: ammonia; lithium / -40 °C

3: pyridine / 0 °C

4: sodium iodide / acetone / 20 °C / Reflux

5: N,N-dimethyl-formamide / 6 h

With pyridine; ammonia; lithium; lithium triethylborohydride; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 2: Birch reduction;

DOI:10.1016/j.tet.2011.09.066

Reference yield:

(3R,7R,11R)-12-tert-butyldimethylsilyloxy-3,7,11-trimethyldodecane-1,7-diol (1345135-25-2) → (2R,6R,10R)-1-tert-butyldimethylsilyloxy-12-phenylsulfonyl-2,6,10-trimethyldodecan-6-ol (1345135-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0 °C

2: sodium iodide / acetone / 20 °C / Reflux

3: N,N-dimethyl-formamide / 6 h

With pyridine; sodium iodide; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2011.09.066

upstream raw materials:

(2R,6E,10R)-tert-butyldimethylsilyl 12-benzyloxy-2,6,10-trimethyl-6-dodecenyl ether

(2R,6S,7S,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecane-6,7-diol

(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

Downstream raw materials:

(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-3,7,11,15-tetramethyl-4-hexadecanone

(2R,6R,10R,14E)-1,16-bis-(tert-butyldimethylsilyloxy)-12-phenylsulfonyl-2,6,10,14-tetramethyl-14-hexadecen-6-ol