(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

Base Information

Chemical Name:(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene
CAS No.:331627-52-2
Molecular Formula:C₃₃H₅₄O₅SSi
Molecular Weight:590.94
Hs Code.:

(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

Synonyms:(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

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Chemical Property of (1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

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Technology Process of (1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

There total 8 articles about (1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene 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:

: {(1S,2R,5R,8aR)-5-Benzenesulfinylmethyl-2,5-dimethyl-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-ylmethoxy}-tert-butyl-dimethyl-silane

: 331627-52-2
(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

Guidance literature:: With N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo0015772

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 331627-52-2
(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: 16.6 g / imidazole / dimethylformamide / 10 h / 20 °C

2: 93 percent / MeLi; TMEDA / tetrahydrofuran / 0 - 20 °C

3: Li; MeNH₂ / 2-methyl-propan-2-ol; tetrahydrofuran / Heating

4: n-Bu₃P; pyridine / 6 h / 20 °C

5: aq. H₂O₂ / pyridine; diethyl ether

6: 2.14 g / TPAP; molecular sieves; NMO / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 1H-imidazole; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; methyllithium; dihydrogen peroxide; lithium; methylamine; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Benkeser reduction;
DOI:10.1021/jo0015772

Reference yield:

: 331718-27-5
(1R,4R,7R,8S,8aR)-4-Benzyloxymethyl-8-hydroxymethyl-4,7-dimethyl-8-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-ol

: 331627-52-2
(1S,2R,5R,8aR)-1,2,3,5,6,7,8,8a-octahydro-5-benzenesulfonylmethyl-1-tert-butyldimethylsilyloxymethyl-2,5-dimethyl-1-[2-(tetrahydro-2-pyranyloxy)ethyl]naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: 16.6 g / imidazole / dimethylformamide / 10 h / 20 °C

2: 93 percent / MeLi; TMEDA / tetrahydrofuran / 0 - 20 °C

3: Li; MeNH₂ / 2-methyl-propan-2-ol; tetrahydrofuran / Heating

4: n-Bu₃P; pyridine / 6 h / 20 °C

5: aq. H₂O₂ / pyridine; diethyl ether

6: 2.14 g / TPAP; molecular sieves; NMO / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 1H-imidazole; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; methyllithium; dihydrogen peroxide; lithium; methylamine; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Benkeser reduction;
DOI:10.1021/jo0015772