(4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one
• CAS No.: 1431473-55-0
• Molecular Formula: C₄₂H₆₃N₅O₇Si
• Molecular Weight: 778.077
• Mol file: 1431473-55-0.mol

Synonyms:

Chemical Property of (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one

There total 7 articles about (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one 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:

C42H62N4O7Si (1431473-53-8) → (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one (1431473-55-0)

Guidance literature:

C₄₂H₆₂N₄O₇Si; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With hydroxylamine hydrochloride; potassium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 0.25h;

DOI:10.1021/jm400179b

Reference yield:

(4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one (79902-31-1) → (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one (1431473-55-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; pyridine / 15 h / 20 °C

2.1: dmap; pyridine / 3 h / 20 °C

3.1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 18 h / 60 °C

4.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.17 h / 0 °C

4.2: 0.25 h / 0 °C

With pyridine; dmap; copper(ll) sulfate pentahydrate; chloroformic acid ethyl ester; sodium L-ascorbate; triethylamine; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1021/jm400179b

Reference yield:

7-bromoheptanoic acid (30515-28-7) → (4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-[((4-{1-[7-(hydroxyamino)-7-oxoheptyl]-1H-1,2,3-triazol-4-yl}benzyl)carbamoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one (1431473-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium azide / N,N-dimethyl-formamide / 6 h / 80 °C

2.1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 18 h / 60 °C

3.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.17 h / 0 °C

3.2: 0.25 h / 0 °C

With sodium azide; copper(ll) sulfate pentahydrate; chloroformic acid ethyl ester; sodium L-ascorbate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm400179b

upstream raw materials:

C₄₂H₆₂N₄O₇Si

(4R,6R)-6-[2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthyl)ethyl]-4-[(tert-butyldimethylsilyl)oxy]-3,4,5,6-tetrahydro-2H-pyran-2-one

lovastatin

7-bromoheptanoic acid