(4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one

Base Information

• Chemical Name: (4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one
• CAS No.: 1206770-12-8
• Molecular Formula: C₃₀H₄₂O₇Si
• Molecular Weight: 542.745

Synonyms:(4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one

Chemical Property of (4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one

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Technology Process of (4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one

There total 1 articles about (4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-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: 85.0%

(4S,5S,8S)-4-[4-(benzyloxy)phenyl]-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]dec-9-en-2-one (1206770-10-6) → (4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one (1206770-12-8)

Guidance literature:

(4S,5S,8S)-4-[4-(benzyloxy)phenyl]-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]dec-9-en-2-one; With osmium(VIII) oxide; N,N,N,N,-tetramethylethylenediamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With hydrogen sulfide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1039/b918091e

Reference yield: 44.0%

(4S,5R,8R,9R,10S)-4-[4-(benzyloxy)phenyl]-9,10-dihydroxy-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]decan-2-one (1206770-12-8) → (4S,5R,8R,9S,10S)-4-[4-(benzyloxy)phenyl]-8,9,10-trihydroxy-1,6-dioxaspiro[4.5]decan-2-one (1206770-14-0)

Guidance literature:

With fluorosilicic acid; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1039/b918091e

upstream raw materials:

(4S,5S,8S)-4-[4-(benzyloxy)phenyl]-8-(triisopropylsilyloxy)-1,6-dioxaspiro[4.5]dec-9-en-2-one

Downstream raw materials:

(4S,5R,8R,9S,10S)-4-[4-(benzyloxy)phenyl]-8,9,10-trihydroxy-1,6-dioxaspiro[4.5]decan-2-one

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