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

Base Information

• Chemical Name: (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol
• CAS No.: 307532-36-1
• Molecular Formula: C₃₂H₄₅NO₇SSi
• Molecular Weight: 615.863
• Mol file: 307532-36-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol 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: 98.0%

(S)-1-benzyloxy-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-11-undecanol (307532-35-0) → (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol (307532-36-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1081/SCC-120004151

Reference yield:

N-<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide (783-88-0) → (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol (307532-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / K₂CO₃ / dimethylformamide

2: 98 percent / H₂ / Pd/C

With 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) → (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-6-N-(p-toluenesulfonyl)-6-aza-3,9-dioxa-1,11-undecanediol (307532-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / pyridine

2: 65 percent / K₂CO₃ / dimethylformamide

3: 98 percent / H₂ / Pd/C

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

DOI:10.1081/SCC-120004151

upstream raw materials:

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

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

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

(S)-1-O-benzyl-3-O-tert-butyldiphenylsilyl-2-O-[2-(p-toluenesulfonyloxy)ethyl]glycerol

Downstream raw materials:

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

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