(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol

Base Information

• Chemical Name: (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol
• CAS No.: 878049-23-1
• Molecular Formula: C₂₅H₄₀O₂S₂Si
• Molecular Weight: 464.809
• Mol file: 878049-23-1.mol

Synonyms:(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol

Chemical Property of (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol

There total 11 articles about (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-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: 54.0%

2-styryl-1,3-dithiane (69178-10-5) + (4S,6R)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,7-epoxy-1-heptene (130481-49-1) → (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol (878049-23-1)

Guidance literature:

With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;

DOI:10.1055/s-2005-922774

Reference yield:

tert-Butyl-dimethyl-((R)-1-(S)-1-oxiranylmethyl-but-3-enyloxy)-silane → (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol (878049-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / Jacobsen's (R,R)-(-)-Co(salen) catalyst / 20 °C

2: 54 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

With n-butyllithium; boron trifluoride diethyl etherate; water; (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); In tetrahydrofuran;

DOI:10.1055/s-2005-922774

Reference yield:

4-Nitro-benzoic acid (R)-1-(S)-1-oxiranylmethyl-but-3-enyl ester → (2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-6-en-2-ol (878049-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / K₂CO₃ / methanol

2: 97 percent / imidazole / dimethylformamide

3: H₂O / Jacobsen's (R,R)-(-)-Co(salen) catalyst / 20 °C

4: 54 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; water; potassium carbonate; (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-922774

upstream raw materials:

2-styryl-1,3-dithiane

(4S,6R)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,7-epoxy-1-heptene

1-(oxiran-2-yl)pent-4-en-2-ol

4-Nitro-benzoic acid (S)-1-(R)-1-oxiranylmethyl-but-3-enyl ester

Downstream raw materials:

tert-Butyl-((S)-1-{(R)-2-(1-ethoxy-ethoxy)-3-[2-((E)-styryl)-[1,3]dithian-2-yl]-propyl}-but-3-enyloxy)-dimethyl-silane

(S)-6-{(R)-2-Hydroxy-3-[2-((E)-styryl)-[1,3]dithian-2-yl]-propyl}-5,6-dihydro-pyran-2-one

(4S,6R)-6-(1-Ethoxy-ethoxy)-7-[2-((E)-styryl)-[1,3]dithian-2-yl]-hept-1-en-4-ol

(S)-6-{(R)-2-(1-Ethoxy-ethoxy)-3-[2-((E)-styryl)-[1,3]dithian-2-yl]-propyl}-5,6-dihydro-pyran-2-one