(2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester

Base Information

• Chemical Name: (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester
• CAS No.: 778640-42-9
• Molecular Formula: C₂₉H₄₃NO₁₀
• Molecular Weight: 565.661

Synonyms:(2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester

Chemical Property of (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester

There total 4 articles about (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl 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:

(2S,3S,4R)-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenal (778640-51-0) → (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester (778640-42-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaClO₂; NaH₂PO₄ / dimethylsulfoxide; H₂O / 1 h / 20 °C

2.1: 2.61 g / diethyl ether; methanol / 0.5 h / 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

3.2: 69 percent / tetrahydrofuran / 4 h / -78 °C

With sodium chlorite; sodium dihydrogenphosphate; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide;

DOI:10.1055/s-2007-965893

Reference yield:

(2R,3S,4R)-2,3-O-isopropylidene-4-(p-methoxybenzyloxy)-5-hexene-1,2,3-triol (778640-41-8) → (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester (778640-42-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / oxalyl chloride; DMSO; i-Pr₂NEt / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: NaClO₂; NaH₂PO₄ / dimethylsulfoxide; H₂O / 1 h / 20 °C

3.1: 2.61 g / diethyl ether; methanol / 0.5 h / 20 °C

4.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

4.2: 69 percent / tetrahydrofuran / 4 h / -78 °C

With sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 1.1: Swern oxidation;

DOI:10.1055/s-2007-965893

Reference yield:

methyl (2S,3S,4R)-2,3-O-isopropylidenedioxy-4-(4-methoxybenzyloxy)hex-5-enoic acid (778640-57-6) → (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester (778640-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2.61 g / diethyl ether; methanol / 0.5 h / 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

2.2: 69 percent / tetrahydrofuran / 4 h / -78 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1055/s-2007-965893

upstream raw materials:

(2S,3S,4R)-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenal

(2R,3S,4R)-2,3-O-isopropylidene-4-(p-methoxybenzyloxy)-5-hexene-1,2,3-triol

methyl (2S,3S,4R)-2,3-O-isopropylidenedioxy-4-(4-methoxybenzyloxy)hex-5-enoic acid

Downstream raw materials:

(R)-4-((R)-{(4S,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-allyl]-4-methoxycarbonyl-2,2-dimethyl-[1,3]dioxolan-4-yl}-methylsulfanylthiocarboxyoxy-methyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

(2S,3S,4R)-2-[(4S)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)methyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenal

(1S,2R,3R,6R)-2-[(4S)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)methyl]-1,2-O-isopropylidene-6-(p-methoxybenzyloxy)-4-cyclohexene-1,2,3-triol

(2S,3S,4R)-2-[(4S)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)methyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid 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 778640-42-9 (2S,3S,4R)-2-[(4R)-3-(tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)hydroxymethyl]-2,3-O-isopropylidenedioxy-4-(p-methoxybenzyloxy)-5-hexenoic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send