1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat

Base Information

• Chemical Name: 1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat
• CAS No.: 1156-31-6
• Molecular Formula: C₁₇H₂₄O₃S
• Molecular Weight: 308.442
• Mol file: 1156-31-6.mol

Synonyms:

Chemical Property of 1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat

There total 2 articles about 1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat 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:

(1R)-endo-(+)-fenchol (2217-02-9) + p-toluenesulfonyl chloride (98-59-9) → 1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat (1156-31-6,1920-98-5,94959-50-9)

Guidance literature:

In pyridine; for 24h; Heating;

DOI:10.1016/S0040-4020(01)87316-6

Reference yield:

(-)-α-fenchol (512-13-0) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid-((1S)-1,3,3-trimethyl-[2endo]norbornyl ester) (1156-31-6,1920-98-5,94959-50-9)

Guidance literature:

With pyridine;

Reference yield:

1.3.3-Trimethylbicyclo<2.2.1>heptan-endo-2-yltosylat (1156-31-6,1920-98-5,94959-50-9) → 7,7-dimethylbicyclo<2.2.1>heptane-2,3-dione (4183-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃ / pyridine

2: 60 percent / O₃ / methanol / -80 - -70 °C

3: 90 percent / selenium dioxide / acetic acid / 15 h / 140 °C

With selenium(IV) oxide; sodium hydrogencarbonate; ozone; In pyridine; methanol; acetic acid;

DOI:10.1016/S0040-4020(01)87316-6

upstream raw materials:

(-)-α-fenchol

p-toluenesulfonyl chloride

(1R)-endo-(+)-fenchol

Downstream raw materials:

ω-Hydroxy-α-fenchan

camphor

7,7-dimethylbicyclo<2.2.1>heptane-2,3-dione