4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole

Base Information

• Chemical Name: 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole
• CAS No.: 177598-72-0
• Molecular Formula: C₃₉H₅₁NO₈S
• Molecular Weight: 693.902
• Mol file: 177598-72-0.mol

Synonyms:

Chemical Property of 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole

There total 16 articles about 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole 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:

(2R,3R,4S)-2-(Benzyloxy)-4-methyl-5-hexen-3-ol (124377-76-0) → 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole (177598-72-0)

Guidance literature:

Multi-step reaction with 16 steps

1: KH

2: Li, NH₃

4: 1.) OsO₄, NMO, 2.) Pb(OAc)4

5: 1.) TiCl₄ / 1.) -78 deg C, 10 min

6: 1.) KH

7: 1.) OsO₄, NMO, 2.) Pb(OAc)4

8: BF₃*Et₂O

9: diisopropyl ethyl amine

10: TBAF

11: PCC

12: tetrahydrofuran

13: Et₃N / tetrahydrofuran

14: oxone

15: 1.) n-BuLi

16: DBU

With lead(IV) acetate; Oxone; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; ammonia; titanium tetrachloride; lithium; potassium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00578-3

Reference yield:

(2R,3R,4S)-3-methoxy-4-methylhex-5-en-2-ol → 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole (177598-72-0)

Guidance literature:

Multi-step reaction with 14 steps

2: 1.) OsO₄, NMO, 2.) Pb(OAc)4

3: 1.) TiCl₄ / 1.) -78 deg C, 10 min

4: 1.) KH

5: 1.) OsO₄, NMO, 2.) Pb(OAc)4

6: BF₃*Et₂O

7: diisopropyl ethyl amine

8: TBAF

9: PCC

10: tetrahydrofuran

11: Et₃N / tetrahydrofuran

12: oxone

13: 1.) n-BuLi

14: DBU

With lead(IV) acetate; Oxone; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00578-3

Reference yield:

tert-butyl((2R,3R,4S)-3-methoxy-4-methylhex-5-en-2-yloxy)dimethylsilane (177598-64-0) → 4-[(1E,3E,5E)-(7R,8S,9S,11S,12S)-4-Benzenesulfonyl-7-methoxy-9-(4-methoxy-benzyloxy)-11-methoxymethoxy-2,6,8,12-tetramethyl-tetradeca-1,3,5,13-tetraenyl]-2-methyl-oxazole (177598-72-0)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) OsO₄, NMO, 2.) Pb(OAc)4

2: 1.) TiCl₄ / 1.) -78 deg C, 10 min

3: 1.) KH

4: 1.) OsO₄, NMO, 2.) Pb(OAc)4

5: BF₃*Et₂O

6: diisopropyl ethyl amine

7: TBAF

8: PCC

9: tetrahydrofuran

10: Et₃N / tetrahydrofuran

11: oxone

12: 1.) n-BuLi

13: DBU

With lead(IV) acetate; Oxone; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00578-3

upstream raw materials:

(2R,3R,4S)-2-(Benzyloxy)-4-methyl-5-hexen-3-ol

tert-butyl((2R,3R,4S)-3-methoxy-4-methylhex-5-en-2-yloxy)dimethylsilane

(2R,3R,4R)-4-(tert-butyldimethylsilyloxy)-3-methoxy-2-methylpentanal

(4S,5S,6R,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-5-methyl-oct-1-en-4-ol