(2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester

Base Information

• Chemical Name: (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester
• CAS No.: 914083-32-2
• Molecular Formula: C₂₄H₃₈O₇
• Molecular Weight: 438.562

Synonyms:(2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester

Chemical Property of (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester

There total 13 articles about (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester 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%

(E)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester (914083-27-5) → (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester (914083-32-2)

Guidance literature:

With AD-mix-β; In water; tert-butyl alcohol; at 0 ℃;

DOI:10.1016/j.tetlet.2006.07.107

Reference yield:

(S)-8-Benzyloxy-3-methyl-octanal (914083-14-0) → (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester (914083-32-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / LiHMDS / tetrahydrofuran / 2 h / -78 °C

2: 90 percent / Ph₃P / benzene / 20 °C

3: AD mix-αMeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

4: CSA / CH₂Cl₂ / 1 h

5: 87 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 0 °C

With AD-mix-α; methanesulfonamide; AD-mix-β; camphor-10-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene; 3: Sharpless asymmetric dihydroxylation / 5: Sharpless asymmetric dihydroxylation;

DOI:10.1016/j.tetlet.2006.07.107

Reference yield:

(S)-8-Benzyloxy-3-methyl-octan-1-ol (914083-07-1) → (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester (914083-32-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / IBX / dimethylsulfoxide; tetrahydrofuran / 3 h / 20 °C

2: 86 percent / LiHMDS / tetrahydrofuran / 2 h / -78 °C

3: 90 percent / Ph₃P / benzene / 20 °C

4: AD mix-αMeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

5: CSA / CH₂Cl₂ / 1 h

6: 87 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 0 °C

With AD-mix-α; methanesulfonamide; AD-mix-β; camphor-10-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; benzene; 4: Sharpless asymmetric dihydroxylation / 6: Sharpless asymmetric dihydroxylation;

DOI:10.1016/j.tetlet.2006.07.107

upstream raw materials:

(E)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acrylic acid ethyl ester

(S)-8-Benzyloxy-3-methyl-octanal

(S)-8-Benzyloxy-3-methyl-octan-1-ol

(S)-6-Methyl-8-(tetrahydro-pyran-2-yloxy)-octan-1-ol

Downstream raw materials:

((1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxymethoxy-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propyl)-carbamic acid tert-butyl ester

((1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propyl)-carbamic acid tert-butyl ester

((S)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methyl)-carbamic acid tert-butyl ester

Trifluoro-methanesulfonic acid (S)-[(4R,5S)-5-((S)-6-benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 914083-32-2 (2S,3S)-3-[(4S,5S)-5-((S)-6-Benzyloxy-1-methyl-hexyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,3-dihydroxy-propionic acid ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send