6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Base Information

Chemical Name:6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one
CAS No.:127343-18-4
Molecular Formula:C₃₉H₆₃NO₇Si
Molecular Weight:686.017
Hs Code.:

6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Synonyms:6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

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Chemical Property of 6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

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Technology Process of 6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

There total 7 articles about 6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(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: 74.0%

: 127343-17-3
6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-hydroxy-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

: 3173-56-6
benzyl isothiocyanate

: 127343-18-4
6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: With copper(l) chloride; In N,N-dimethyl-formamide; at 25 ℃; for 1h;
DOI:10.1021/jm00112a027

Reference yield:

: 123049-81-0,79902-63-9
simvastatin

: 127343-18-4
6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) H₂, 2.) thiourea / 1.) (Ph₃P)3RhCl / 1.) toluene, ethanol, 60 psi, RT, 40 h, 2.) toluene, 60 deg C, 1.5

2: 100 percent / imidazole / dimethylformamide / 4 h / 25 °C

3: 61 percent / N-bromosuccinimide, H₂O / tetrahydrofuran; dimethylsulfoxide / 1 h / 5 °C

4: pyridinium chlorochromate (PCC), 4 A sieves / CH₂Cl₂ / 1 h / 0 - 20 °C

5: Zn, acetic acid / tetrahydrofuran / 1 h / Ambient temperature

6: 88 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.58 h / 0 °C

7: 74 percent / CuCl / dimethylformamide / 1 h / 25 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; 4 A molecular sieve; water; hydrogen; acetic acid; thiourea; pyridinium chlorochromate; copper(l) chloride; zinc; Wilkinson's catalyst; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00112a027

Reference yield:

: 126453-95-0
6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-1,2,3,4,6,7,8,8a(R)-octahydronaphtyl-1(S)>ethyl>-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one

: 127343-18-4
6(R)-<2-<8(S)-<(2,2-dimethylbutyryl)oxy>-2(S),6(R)-dimethyl-5(R)-<<(benzylamino)carbonyl>oxy>-1,2,3,4,4a(R),5,6,7,8,8a(R)-decahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / imidazole / dimethylformamide / 4 h / 25 °C

2: 61 percent / N-bromosuccinimide, H₂O / tetrahydrofuran; dimethylsulfoxide / 1 h / 5 °C

3: pyridinium chlorochromate (PCC), 4 A sieves / CH₂Cl₂ / 1 h / 0 - 20 °C

4: Zn, acetic acid / tetrahydrofuran / 1 h / Ambient temperature

5: 88 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.58 h / 0 °C

6: 74 percent / CuCl / dimethylformamide / 1 h / 25 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; 4 A molecular sieve; water; acetic acid; pyridinium chlorochromate; copper(l) chloride; zinc; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00112a027