Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester

Base Information

• Chemical Name: Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester
• CAS No.: 115140-93-7
• Molecular Formula: C₄₀H₅₀O₇Si
• Molecular Weight: 670.918

Synonyms:Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester

Chemical Property of Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester

There total 12 articles about Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl 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: 85.0%

benzyloxyacetic acid (30379-55-6) + (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl}-pent-3-yn-2-ol (107148-30-1) → Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester (115140-93-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/jo00253a021

Reference yield:

(2S,3S)-2-(2-Hydroxy-ethyl)-3,6-dihydro-2H-pyran-3-ol → Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester (115140-93-7)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / 2 h / 0 - 20 °C

2: 100 percent / xylene / 12 h / Heating

3: 90 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 24 h / Ambient temperature

4: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature

5: 1.) n-BuLi, BF₃ / 1.) THF, hexane, ether, -78 deg C, 20 min, 2.) 30 min

6: 93 percent / (+)-alpine borane / tetrahydrofuran / 24 h / Ambient temperature

7: 85 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; dmap; osmium(VIII) oxide; n-butyllithium; (-)-(S)-alpine-borane; boron trifluoride; toluene-4-sulfonic acid; copper(II) sulfate; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; acetone; xylene;

DOI:10.1021/jo00253a021

Reference yield:

2-{(3S,4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4,5-dihydroxy-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide (115118-80-4) → Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester (115140-93-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature

2: 1.) n-BuLi, BF₃ / 1.) THF, hexane, ether, -78 deg C, 20 min, 2.) 30 min

3: 93 percent / (+)-alpine borane / tetrahydrofuran / 24 h / Ambient temperature

4: 85 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; n-butyllithium; (-)-(S)-alpine-borane; boron trifluoride; toluene-4-sulfonic acid; copper(II) sulfate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00253a021

upstream raw materials:

benzyloxyacetic acid

(R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl}-pent-3-yn-2-ol

2-{(3S,4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4,5-dihydroxy-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

<3aR-(3aα,4α,7α,7aα)>-tetrahydro-N,N,2,2-tetramethyl-4-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-4H-1,3-dioxolo<4,5-c>pyran-7-acetamide

Downstream raw materials:

<3aS-<3aα,4α,7aα,7α(3Z,2R^*)>>-tetrahydro-2,2-dimethyl-4-<2-<<(1,1-dimethyl)diphenylsilyl>oxy>ethyl>-α-(1-propenyl)-4H-1,3-dioxolo<4,5-c>pyran-8-ethanol (phenylmethoxy)acetate

<3aS-<3aα,4α,7aα,7α(3E,2R^*)>>-6-oxy>ethyl>-4H-1,3-dioxolo<4,5-c>pyran-7-yl>-3-methyl-2-(phenylmethoxy)-4-hexanoic 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 115140-93-7 Benzyloxy-acetic acid (R)-1-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylmethyl}-but-2-ynyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send