(4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one

Base Information

• Chemical Name: (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one
• CAS No.: 444309-20-0
• Molecular Formula: C₃₇H₆₁NO₆Si
• Molecular Weight: 643.98

Synonyms:(4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one

Chemical Property of (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one

There total 23 articles about (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one 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: 73.0%

methyllithium (917-54-4) + (4R)-benzyl-3-(4-{(2S,6S,8R,9S)-9-methyl-8-[3-(triisopropylsilanyloxy)propyl]-1,7-dioxaspiro[5.5]undec-10-en-2-yl}butyryl)oxazolidin-2-one → (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one (444309-20-0)

Guidance literature:

(4R)-benzyl-3-(4-{(2S,6S,8R,9S)-9-methyl-8-[3-(triisopropylsilanyloxy)propyl]-1,7-dioxaspiro[5.5]undec-10-en-2-yl}butyryl)oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyllithium; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1002/1521-3765(20020402)8:7<1670::AID-CHEM1670>3.0.CO;2-4

Reference yield:

(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate (82740-87-2) → (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one (444309-20-0)

Guidance literature:

Multi-step reaction with 18 steps

1.1: CuBr*SMe₂ / diethyl ether / -30 - 0 °C

1.2: diethyl ether / -15 - -5 °C

2.1: NaOMe / methanol / 12 h / 20 °C

3.1: 929 mg / pyridine / 2 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 17 h / 20 °C

4.2: 85 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 3 h / 20 °C

5.1: 100 percent / DMAP; imidazole / CH₂Cl₂ / 15 h / 20 °C

6.1: 93 percent / LiAlH₄ / tetrahydrofuran / 11.5 h / 20 °C

7.1: 96 percent / pyridine / CH₂Cl₂ / 0.67 h / -45 - 0 °C

8.1: CuBr₂*SMe₂ / diethyl ether / 0.25 h / -78 °C

8.2: 64 percent / diethyl ether / 14 h / -78 - 20 °C

9.1: 9-BBN / tetrahydrofuran / 23.5 h / 20 °C

9.2: 77 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 5.5 h / 20 °C

10.1: 84 percent / NMO; 4 Angstroem molecular sieves; TPAP / 0.5 h / 20 °C

11.1: 52 percent / CrCl₂; LiI / tetrahydrofuran / 3.5 h / 20 °C

12.1: LiBH₄; EtOH / diethyl ether / 0.17 h / -25 °C

13.1: 97 mg / pyridine / 24 h / 20 °C

14.1: PhI(OAc)2; I₂ / CCl₄ / 1 h / Irradiation

14.2: 42 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

15.1: 82 percent / PCC; NaOAc / CH₂Cl₂ / 1.5 h / 20 °C

16.1: 92 percent / LiCl; (iPr)2NEt / tetrahydrofuran / 72 h / 20 °C

17.1: 63 percent / H₂ / PtO₂ / methanol / 2.5 h / 20 °C

18.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

18.2: 73 percent / tetrahydrofuran / 4 h / -78 °C

With pyridine; 1H-imidazole; chromium dichloride; dmap; lithium aluminium tetrahydride; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; tetrapropylammonium perruthennate; copper(I) bromide dimethylsulfide complex; copper bromide dimethyl sulfide complex; ethanol; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; hydrogen; iodine; sodium methylate; sodium acetate; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium chloride; lithium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; 11.1: Reformatzky reaction;

DOI:10.1002/1521-3765(20020402)8:7<1670::AID-CHEM1670>3.0.CO;2-4

Reference yield:

Acetic acid (2S,5S,6R)-6-allyl-5-methyl-5,6-dihydro-2H-pyran-2-ylmethyl ester (444309-11-9) → (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one (444309-20-0)

Guidance literature:

Multi-step reaction with 17 steps

1.1: NaOMe / methanol / 12 h / 20 °C

2.1: 929 mg / pyridine / 2 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 17 h / 20 °C

3.2: 85 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 3 h / 20 °C

4.1: 100 percent / DMAP; imidazole / CH₂Cl₂ / 15 h / 20 °C

5.1: 93 percent / LiAlH₄ / tetrahydrofuran / 11.5 h / 20 °C

6.1: 96 percent / pyridine / CH₂Cl₂ / 0.67 h / -45 - 0 °C

7.1: CuBr₂*SMe₂ / diethyl ether / 0.25 h / -78 °C

7.2: 64 percent / diethyl ether / 14 h / -78 - 20 °C

8.1: 9-BBN / tetrahydrofuran / 23.5 h / 20 °C

8.2: 77 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 5.5 h / 20 °C

9.1: 84 percent / NMO; 4 Angstroem molecular sieves; TPAP / 0.5 h / 20 °C

10.1: 52 percent / CrCl₂; LiI / tetrahydrofuran / 3.5 h / 20 °C

11.1: LiBH₄; EtOH / diethyl ether / 0.17 h / -25 °C

12.1: 97 mg / pyridine / 24 h / 20 °C

13.1: PhI(OAc)2; I₂ / CCl₄ / 1 h / Irradiation

13.2: 42 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

14.1: 82 percent / PCC; NaOAc / CH₂Cl₂ / 1.5 h / 20 °C

15.1: 92 percent / LiCl; (iPr)2NEt / tetrahydrofuran / 72 h / 20 °C

16.1: 63 percent / H₂ / PtO₂ / methanol / 2.5 h / 20 °C

17.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

17.2: 73 percent / tetrahydrofuran / 4 h / -78 °C

With pyridine; 1H-imidazole; chromium dichloride; dmap; lithium aluminium tetrahydride; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; tetrapropylammonium perruthennate; copper bromide dimethyl sulfide complex; ethanol; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; hydrogen; iodine; sodium methylate; sodium acetate; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium chloride; lithium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; 10.1: Reformatzky reaction;

DOI:10.1002/1521-3765(20020402)8:7<1670::AID-CHEM1670>3.0.CO;2-4

upstream raw materials:

methyllithium

(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate

Acetic acid (2S,5S,6R)-6-allyl-5-methyl-5,6-dihydro-2H-pyran-2-ylmethyl ester

[(2S,5S,6R)-6-allyl-5-methyl-5,6-dihydro-2H-pyran-2-ylmethyl ester]-2,2-dimethylpropionic acid

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 444309-20-0 (4R)-benzyl-3-((2R)-4-{(2S,6S,8R,9S)-8-[3-(triisopropylsilanyloxy)propyl]-9-methyl-1,7-dioxaspiro[5.5]undec-2-yl}-2-methylbutyryl)oxazolidin-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send