(3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Base Information

• Chemical Name: (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one
• CAS No.: 765300-69-4
• Molecular Formula: C₃₃H₅₂O₄Si₂
• Molecular Weight: 568.944

Synonyms:(3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Chemical Property of (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

There total 21 articles about (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-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: 89.0%

3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2-methyl-decanoic acid (765300-52-5) → (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one (765300-69-4)

Guidance literature:

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; toluene; at 90 ℃; for 14h;

DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

3,5,6-trideoxy-1,2-O-isopropylidene-α-D-ribo-hex-5-enofuranoside (96852-88-9) → (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one (765300-69-4)

Guidance literature:

Multi-step reaction with 18 steps

1.1: 79 percent / H₂SO₄ / 12 h / 60 °C

2.1: 75 percent / NaH / tetrahydrofuran / 6 h / 20 °C

3.1: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

4.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

5.1: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

6.1: 70 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

7.1: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

8.1: 91 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

9.1: 79 percent / benzene / 1 h / 80 °C

10.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

11.1: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

12.1: 90 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

13.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

13.2: 61 percent / CH₂Cl₂ / 0.5 h / -78 °C

14.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

15.1: 80 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

16.1: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

17.1: 62 percent / DDQ / CH₂Cl₂; H₂O / 5 h / 40 °C

18.1: 89 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 14 h / 90 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; hydrogen; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; tert-butyl alcohol; benzene; 18.1: Yamaguchi reaction;

DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

[(3R,5S)-2-methoxy-5-vinyltetrahydrofuran-3-ol] (258873-39-1) → (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one (765300-69-4)

Guidance literature:

Multi-step reaction with 17 steps

1.1: 75 percent / NaH / tetrahydrofuran / 6 h / 20 °C

2.1: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

3.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

4.1: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

5.1: 70 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

6.1: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

7.1: 91 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

8.1: 79 percent / benzene / 1 h / 80 °C

9.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

10.1: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

11.1: 90 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

12.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

12.2: 61 percent / CH₂Cl₂ / 0.5 h / -78 °C

13.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

14.1: 80 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

15.1: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

16.1: 62 percent / DDQ / CH₂Cl₂; H₂O / 5 h / 40 °C

17.1: 89 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 14 h / 90 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; hydrogen; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; tert-butyl alcohol; benzene; 17.1: Yamaguchi reaction;

DOI:10.1016/j.tetasy.2004.06.023

upstream raw materials:

3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2-methyl-decanoic acid

3,5,6-trideoxy-1,2-O-isopropylidene-α-D-ribo-hex-5-enofuranoside

tert-butylchlorodiphenylsilane

(2S,4S)-4-(benzyloxy)-6-heptene-1,2-diol

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 765300-69-4 (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send