(1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde

Base Information

• Chemical Name: (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde
• CAS No.: 189105-47-3
• Molecular Formula: C₄₃H₇₀O₈Si₃
• Molecular Weight: 799.28

Synonyms:(1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde

Chemical Property of (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde

There total 16 articles about (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde 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: 96.0%

[(1R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enyl]-methanol (189105-45-1) → (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde (189105-47-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1055/s-1997-780

Reference yield:

triethylsilyl chloride (994-30-9) → (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde (189105-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 60 °C

2: DIBAL / CH₂Cl₂ / -78 °C

3: 96 percent / Dess-Martin periodinane / CH₂Cl₂

With 1H-imidazole; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1997-780

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde (189105-47-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 10-camphorsulfonic acid / CH₂Cl₂

2: imidazole / dimethylformamide / 60 °C

3: DIBAL / CH₂Cl₂ / -78 °C

4: 96 percent / Dess-Martin periodinane / CH₂Cl₂

With 1H-imidazole; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1997-780

upstream raw materials:

[(1R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enyl]-methanol

triethylsilyl chloride

O-(4-methoxybenzyl)-trichloroacetimidate

(2R,3aR,6S,6aR)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-phenyl)-3a-hydroxymethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one

Downstream raw materials:

C₄₃H₇₀O₈Si₃

tert-Butyl-[(E)-(1R,3S,12S,13R)-7-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-13-(4-methoxy-benzyloxy)-2-oxa-tricyclo[8.3.0.0^1,3]trideca-6,10-diene-4,8-diyn-12-yloxy]-dimethyl-silane

(1R,3S,7R,12S,13R)-12-(tert-Butyl-dimethyl-silanyloxy)-7-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-13-(4-methoxy-benzyloxy)-2-oxa-tricyclo[8.3.0.0^1,3]tridec-10-ene-4,8-diyn-7-ol

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