(2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Base Information

• Chemical Name: (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene
• CAS No.: 151071-62-4
• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.379
• Mol file: 151071-62-4.mol

Synonyms:(2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Chemical Property of (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

There total 2 articles about (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene 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:

Acetic acid 2-[(R)-2-methoxy-1-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-cyclohexa-2,5-dienyl]-ethyl ester → (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (151071-62-4)

Guidance literature:

With potassium hydroxide; In methanol; Yield given;

Reference yield:

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene (102069-84-1) → (2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (151071-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K, NH₃, t-BuOH / 1.) THF, -78 deg C, 15 min, 2.) THF, 0.5 h

2: aq. 10percent KOH / methanol / 6 h / Ambient temperature

With potassium hydroxide; ammonia; tert-butyl alcohol; In methanol;

DOI:10.1021/ja9606440

Reference yield:

(2'S,6R)-1-methoxy-6-(2-hydroxyethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene (151071-62-4) → Benzoic acid (2S,12bR,12cR)-7-oxo-1,2,4,5,12b,12c-hexahydro-7H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-2-yl ester

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) Ph₃P, DEAD, 2.) (PhO)2P(O)N₃ / 1.) THF, 0 deg C, 20 min, 2.) THF, from 0 deg C to RT

2: 95 percent / aq. 6M HCl / methanol

3: 82 percent / I₂, H₂O / tetrahydrofuran / 12 h

4: 90 percent / Ph₃P / tetrahydrofuran / 9 h / Heating

5: 98 percent / Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

6: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, from -78 deg C to RT, 5 h

7: 45 percent / Bu₃SnH, AIBN / benzene / 16 h / Heating

8: benzene / 7 h / Irradiation

9: 84 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 760 Torr

10: 86 percent / DCC, 4-pyrrolidinopyridine / CH₂Cl₂ / 12 h

11: 50 percent / Bu₃SnH, AIBN / benzene / 3 h / Heating

12: 73 percent / PPh₃, DEAD / tetrahydrofuran / 24 h

With hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); diphenyl phosphoryl azide; water; hydrogen; iodine; tri-n-butyl-tin hydride; 4-pyrrolidin-1-ylpyridine; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;

DOI:10.1021/ja9606440

upstream raw materials:

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene

Downstream raw materials:

(2'S,6R)-1-methoxy-6-(2-azidoethyl)-6-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1,4-cyclohexadiene

(3aS,4S,5R)-N-(piperonyloyl)-4,5-epoxy-5,6-dihydro-4H-3a-(benzyloxycarbonyl)indoline

(2R,3S,12S,15R,16R)-2,3-epoxy-12-(benzyloxycarbonyl)-9,10-galanthan-7-one

(R)-2-(2-Azido-ethyl)-2-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-cyclohex-3-enone