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172900-83-3

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Basic Information
CAS No.: 172900-83-3
Name: Aliskiren inter-8
Article Data: 5
Molecular Structure:
Molecular Structure of 172900-83-3 (Aliskiren inter-8)
Formula: C24H39NO6
Molecular Weight: 437.577
Synonyms: Carbamicacid, [(1S,3S)-1-formyl-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methylpentyl]-,1,1-dimethylethyl ester (9CI);Carbamic acid,[1-formyl-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methylpentyl]-,1,1-dimethylethyl ester, [S-(R*,R*)]-;
Density: 1.046 g/cm3
Boiling Point: 554.43 °C at 760 mmHg
Flash Point: 289.109 °C
PSA: 83.09000
LogP: 4.79840
Related products
Synthetic route
172900-82-2

(2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexan-1-ol

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sulfur trioxide pyridine complex; triethylamine In dimethyl sulfoxide at 0 - 20℃; for 1h;100%
With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine at 0 - 20℃; for 1h;100%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane Swern oxidation;89%
656241-21-3

methyl (2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene at -75℃; for 0.833333h;
Multi-step reaction with 2 steps
1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
2: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
866030-33-3

(2R,5S)-3,6-diethoxy-2-isopropyl-5-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-2,5-dihydropyrazine

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: HCl / acetonitrile
2: Et3N
3: NaBH4 / ethanol
4: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
621-59-0

isovanillin

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 98 percent / K2CO3 / acetonitrile
2: NaBH4 / ethanol
3: PBr3 / CH2Cl2
4: 76 percent / LiHMDS / tetrahydrofuran
5: 81 percent / LiOH; H2O2
6: 95 percent / LAH / tetrahydrofuran
7: 97 percent / PPh3; NBS / CH2Cl2
8: 68 percent / n-BuLi
9: HCl / acetonitrile
10: Et3N
11: NaBH4 / ethanol
12: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 11 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 24 h / 20 °C
2.1: sodium tetrahydroborate; ethanol / 20 °C
3.1: pyridine; phosphorus tribromide / diethyl ether / 3 h / 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice
4.2: 20 °C / Cooling with acetone-dry ice
5.1: lithium borohydride; water / diethyl ether / 0.67 h / 0 °C
6.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
7.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
7.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
8.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
8.2: 0 °C
9.1: dichloromethane / 14 h / 20 °C
10.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
11.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
145589-03-3

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
5: 68 percent / n-BuLi
6: HCl / acetonitrile
7: Et3N
8: NaBH4 / ethanol
9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 8 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice
1.2: 20 °C / Cooling with acetone-dry ice
2.1: lithium borohydride; water / diethyl ether / 0.67 h / 0 °C
3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
4.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
5.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
5.2: 0 °C
6.1: dichloromethane / 14 h / 20 °C
7.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
8.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
172900-75-3

4-methoxy-3-(3-methoxypropoxy)benzaldehyde

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: NaBH4 / ethanol
2: PBr3 / CH2Cl2
3: 76 percent / LiHMDS / tetrahydrofuran
4: 81 percent / LiOH; H2O2
5: 95 percent / LAH / tetrahydrofuran
6: 97 percent / PPh3; NBS / CH2Cl2
7: 68 percent / n-BuLi
8: HCl / acetonitrile
9: Et3N
10: NaBH4 / ethanol
11: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 10 steps
1.1: sodium tetrahydroborate; ethanol / 20 °C
2.1: pyridine; phosphorus tribromide / diethyl ether / 3 h / 20 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice
3.2: 20 °C / Cooling with acetone-dry ice
4.1: lithium borohydride; water / diethyl ether / 0.67 h / 0 °C
5.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
6.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
7.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
7.2: 0 °C
8.1: dichloromethane / 14 h / 20 °C
9.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
10.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
172900-70-8

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 97 percent / PPh3; NBS / CH2Cl2
2: 68 percent / n-BuLi
3: HCl / acetonitrile
4: Et3N
5: NaBH4 / ethanol
6: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 6 steps
1.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
2.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
3.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
3.2: 0 °C
4.1: dichloromethane / 14 h / 20 °C
5.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
6.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
172900-71-9

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 95 percent / LAH / tetrahydrofuran
2: 97 percent / PPh3; NBS / CH2Cl2
3: 68 percent / n-BuLi
4: HCl / acetonitrile
5: Et3N
6: NaBH4 / ethanol
7: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
172900-73-1

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
5: 68 percent / n-BuLi
6: HCl / acetonitrile
7: Et3N
8: NaBH4 / ethanol
9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 8 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice
1.2: 20 °C / Cooling with acetone-dry ice
2.1: lithium borohydride; water / diethyl ether / 0.67 h / 0 °C
3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
4.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
5.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
5.2: 0 °C
6.1: dichloromethane / 14 h / 20 °C
7.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
8.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
172900-74-2

[4-methoxy-3-(3-methoxypropoxy)-phenyl]methanol

172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: PBr3 / CH2Cl2
2: 76 percent / LiHMDS / tetrahydrofuran
3: 81 percent / LiOH; H2O2
4: 95 percent / LAH / tetrahydrofuran
5: 97 percent / PPh3; NBS / CH2Cl2
6: 68 percent / n-BuLi
7: HCl / acetonitrile
8: Et3N
9: NaBH4 / ethanol
10: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
View Scheme
Multi-step reaction with 9 steps
1.1: pyridine; phosphorus tribromide / diethyl ether / 3 h / 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice
2.2: 20 °C / Cooling with acetone-dry ice
3.1: lithium borohydride; water / diethyl ether / 0.67 h / 0 °C
4.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Cooling with acetone-dry ice
5.2: 16.17 h / -78 °C / Cooling with acetone-dry ice
6.1: hydrogenchloride; water / acetonitrile / 3 h / 20 °C
6.2: 0 °C
7.1: dichloromethane / 14 h / 20 °C
8.1: lithium borohydride / tetrahydrofuran / 15 h / 20 °C
9.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 1 h / 0 - 20 °C
View Scheme
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Chemistry

Product Name: tert-Butyl [(1S,3S)-3-[3-(3-methoxypropoxy)-4-methoxybenzyl]-1-formyl-4-methylpentyl]carbamate (CAS NO.172900-83-3)

Molecular Formula: C24H39NO6
Molecular Weight: 437.57g/mol
Mol File: 172900-83-3.mol
Boiling point: 554.43 °C at 760 mmHg
Flash Point: 289.109 °C
Density: 1.046 g/cm3
Surface Tension: 35.657 dyne/cm
Enthalpy of Vaporization: 83.55 kJ/mol  

Specification

 tert-Butyl [(1S,3S)-3-[3-(3-methoxypropoxy)-4-methoxybenzyl]-1-formyl-4-methylpentyl]carbamate , its CAS NO. is 172900-83-3, the synonyms are Aliskiren inter-8 ; (1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester .