(R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane

Base Information

• Chemical Name: (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane
• CAS No.: 307532-37-2
• Molecular Formula: C₃₄H₄₉NO₁₁S₃Si
• Molecular Weight: 772.047
• Mol file: 307532-37-2.mol

Synonyms:(R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane

Chemical Property of (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane

There total 9 articles about (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane 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: 99.0%

methanesulfonyl chloride (124-63-0) + (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol (307532-36-1) → (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane (307532-37-2)

Guidance literature:

With pyridine;

DOI:10.1081/SCC-120004151

Reference yield:

N-<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide (783-88-0) → (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane (307532-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / K₂CO₃ / dimethylformamide

2: 98 percent / H₂ / Pd/C

3: 99 percent / pyridine

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1081/SCC-120004151

Reference yield:

(S)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)-2-O-(2-hydroxyethyl)glycerol (261959-92-6) → (R)-1,11-bis(methanesulfonyloxy)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxaundecane (307532-37-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / pyridine

2: 65 percent / K₂CO₃ / dimethylformamide

3: 98 percent / H₂ / Pd/C

4: 99 percent / pyridine

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1081/SCC-120004151

upstream raw materials:

methanesulfonyl chloride

(S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol

N-<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide

(S)-1-O-benzyl-3-O-(tert-butyldiphenylsilyl)-2-O-(2-hydroxyethyl)glycerol

Downstream raw materials:

(S)-2-[(tert-butyldiphenylsilyloxy)methyl]-4,10,16-tris(p-toluenesulfonyl)-4,10,16-triaza-1,7,13-trioxacyclooctadecane