(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

Base Information

• Chemical Name: (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one
• CAS No.: 87858-95-5
• Molecular Formula: C₂₄H₃₀O₄Si
• Molecular Weight: 410.585

Synonyms:(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

Chemical Property of (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

Chemical Property:

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Technology Process of (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

There total 6 articles about (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-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: 87.0%

(1SR,5RS,6SR,7RS)-(+/-)-7-<(4-biphenyl)carbonyloxy>-6-<(1,1-dimethylethyl)diphenylsilyloxy>methyl-2-oxabicyclo<3.3.0>octane-3-one (143399-99-9) → (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one (87858-95-5)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; for 7h; Ambient temperature;

Reference yield: 85.0%

(+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one (54423-47-1) + tert-butylchlorodiphenylsilane (58479-61-1) → (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one (87858-95-5)

Guidance literature:

With 1H-imidazole; In dichloromethane;

DOI:10.1016/j.tetlet.2014.08.096

Reference yield: 85.0%

Corey (±)-lactone diol + tert-butylchlorodiphenylsilane (58479-61-1) → (1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one (87858-95-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 6h;

DOI:10.1134/S1070428015010017

upstream raw materials:

(1SR,5RS,6SR,7RS)-(+/-)-7-<(4-biphenyl)carbonyloxy>-6-<(1,1-dimethylethyl)diphenylsilyloxy>methyl-2-oxabicyclo<3.3.0>octane-3-one

(+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one

tert-butylchlorodiphenylsilane

<3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one

Downstream raw materials:

(3aS,4R,6aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-cyclopenta[b]furan-2,5-dione

C₂₆H₃₂O₃S₂Si

[(6S,7R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(2-mercapto-ethylsulfanyl)-1,4-dithia-spiro[4.4]non-7-yl]-acetic acid

(1SR,5RS,6SR,7RS)-(+/-)-7'-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-8'-(tetrahydro-2H-pyran-2-yloxy)spiro<1,3-dithian-2,3'-<2>oxabicyclo<4.3.0>nonane>

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