(1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol

Base Information

• Chemical Name: (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol
• CAS No.: 331627-46-4
• Molecular Formula: C₃₄H₅₆O₅Si
• Molecular Weight: 572.901

Synonyms:(1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol

Chemical Property of (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol

Chemical Property:

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Technology Process of (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol

There total 1 articles about (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol 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:

tert-butyldimethylsilyl chloride (18162-48-6) + (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 (331718-27-5) → (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol (331627-46-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1021/jo0015772

Reference yield: 93.0%

N,N,N',N'-Tetramethylphosphorodiamidic chloride (1605-65-8) + (1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol (331627-46-4) → C13H16O3CH4C7H6C2H4OC5H8OH4SiC6H14PON2C4H11 (331661-82-6)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; methyllithium; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jo0015772

Reference yield:

(1R,4R,7R,8S,8aR)-1,2,3,4,6,7,8,8a-octahydro-4-benzyloxymethyl-4,7-dimethyl-8-tert-butyldimethylsilyloxymethyl-8-[2-(tetrahydro-2-pyranyloxy)ethyl]-1-naphthalenol (331627-46-4) → (2aS,3R,6R,8aR,8bR)-6-Benzyloxymethyl-3,6-dimethyl-2a-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-2a,3,4,6,7,8,8a,8b-octahydro-2H-naphtho[1,8-bc]furan-2-ol

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 3h;

DOI:10.1021/jo0015772

upstream raw materials:

tert-butyldimethylsilyl chloride

(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

Downstream raw materials:

C₁₃H₁₆O₃CH₄C₇H₆C₂H₄OC₅H₈OH₄SiC₆H₁₄PON₂C₄H₁₁

(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

(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

C₃₂H₅₃N₂O₅P

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