6(R)-<2-<8(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-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(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one
CAS No.:143746-99-0
Molecular Formula:C₃₈H₆₂O₅Si₂
Molecular Weight:655.078
Hs Code.:

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

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

There total 6 articles about 6(R)-<2-<8(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-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: 78.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 143746-98-9
6(R)-<2-<8-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-hydroxybenzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

: 143746-99-0
6(R)-<2-<8(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 10 ℃; for 1h;
DOI:10.1021/jm00099a009

Reference yield:

: 79902-31-1
(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

: 143746-99-0
6(R)-<2-<8(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-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: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, 20 min

2: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

3: H₂O / CH₂Cl₂ / 0.08 h

4: 32 percent / TiCl₄ / CH₂Cl₂ / 2.75 h / -70 - -45 °C

5: 57 percent / NaBH₄, PdCl₂ / tetrahydrofuran; H₂O / -30 - -5 °C

6: 78 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 10 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; oxalyl dichloride; water; titanium tetrachloride; dimethyl sulfoxide; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm00099a009

Reference yield:

: 136432-01-4
6(R)-<2-<8-oxo-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

: 143746-99-0
6(R)-<2-<8(R)-hydroxy-2(S),6(S)-dimethyl-7(S)-<1(S)-<(tert-butyldimethylsilyl)oxy>benzyl>-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)>ethyl>-4(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

2: H₂O / CH₂Cl₂ / 0.08 h

3: 32 percent / TiCl₄ / CH₂Cl₂ / 2.75 h / -70 - -45 °C

4: 57 percent / NaBH₄, PdCl₂ / tetrahydrofuran; H₂O / -30 - -5 °C

5: 78 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 10 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; water; titanium tetrachloride; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm00099a009