(2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol

Base Information

• Chemical Name: (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol
• CAS No.: 123219-43-2
• Molecular Formula: C₄₈H₈₄O₈Si₂
• Molecular Weight: 845.361

Synonyms:

Chemical Property of (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol

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Technology Process of (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol

There total 3 articles about (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol 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:

C50H86O10Si2 (123246-18-4) → (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol (123219-43-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1007/BF00953721

Reference yield:

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal (123219-41-0) → (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol (123219-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 48.9 percent / lithium diisopropylamide / tetrahydrofuran / 2 h / -78 °C

2: LiAlH₄ / diethyl ether / 1 h / 20 °C

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;

DOI:10.1007/BF00953721

Reference yield:

(R)-4-Benzyloxy-4-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-pentanoic acid methoxymethyl ester → (2R,4R,5R,6S,7R,8R,9R)-2,7-Bis-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-4-hydroxymethyl-6,8-dimethyl-undecan-5-ol (123219-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 48.9 percent / lithium diisopropylamide / tetrahydrofuran / 2 h / -78 °C

2: LiAlH₄ / diethyl ether / 1 h / 20 °C

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;

DOI:10.1007/BF00953721

upstream raw materials:

C₅₀H₈₆O₁₀Si₂

(2R,3S,4R,5R)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanal

Downstream raw materials:

(4R,5R)-4-[(1R,2R,3R,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-hexyl]-5-{(R)-2-benzyloxy-2-[(2R,3R,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-propyl}-2,2-dimethyl-[1,3]dioxane

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