(1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate

Base Information

• Chemical Name: (1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate
• CAS No.: 233664-00-1
• Molecular Formula: C₁₅H₂₁BrO₇
• Molecular Weight: 393.232
• Mol file: 233664-00-1.mol

Synonyms:(1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate

Chemical Property of (1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate

There total 1 articles about (1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate 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: 95.0%

(1R,2S,3R,4S)-7-oxabicyclo<2.2.1>hept-5-ene-1,2-exo,3-exo-trimethyl triacetate → (1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate (233664-00-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.25h; Mechanism;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<821::AID-HLCA821>3.0.CO;2-K

Reference yield: 93.0%

(1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate (233664-00-1) → (1R,2R,5S,6S)-5-azido-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate

Guidance literature:

With tetramethylguanidinum azide; In acetonitrile; at 0 ℃; for 0.0833333h;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<821::AID-HLCA821>3.0.CO;2-K

Reference yield:

(1R,2R,5R,6S)-5-bromo-6-hydroxycyclohex-3-ene-1,2,3-trimethyl triacetate (233664-00-1) → (1R,2R,5S,6S)-5-amino-6-hydroxycyclohex-3-ene-1,2,3-trimethanol

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / tetramethylguanidinium azide / acetonitrile / 0.08 h / 0 °C

2: 85 percent / NH₃ / methanol / 14 h / 20 °C

3: 95 percent / Na₂S, Et₃N / methanol / 12 h / 40 °C

With sodium sulfide; ammonia; triethylamine; tetramethylguanidinum azide; In methanol; acetonitrile;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<821::AID-HLCA821>3.0.CO;2-K