Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester

Base Information

• Chemical Name: Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester
• CAS No.: 173066-64-3
• Molecular Formula: C₃₃H₄₁NO₇S₂
• Molecular Weight: 627.823

Synonyms:Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester

Chemical Property of Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester

There total 14 articles about Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl 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: 91.0%

Benzoic acid (1S,2S,3R)-2-benzyloxy-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-3-methylcarbamoyl-propyl ester (173066-62-1) → Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester (173066-64-3)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1016/0040-4039(95)01810-5

Reference yield:

α-D-glucurono-γ-lactone (14362-29-9) → Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester (173066-64-3)

Guidance literature:

Multi-step reaction with 13 steps

1: H₂SO₄ / 4 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 1 h / -20 °C

3: F₃CCO₂Na / dimethylformamide / 0.5 h / Ambient temperature

4: H₂O

5: conc. HCl / 1 h / 4 °C

6: pyridine

7: 86 percent / p-TsOH*H₂O, drierite / 3 h

8: tetrahydrofuran / 0.25 h / 4 °C

9: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

10: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 168 h / Ambient temperature

11: NaB(CN)H₃, TMSCl, 4 Angstroem molecular sieves / acetonitrile / 2 h / 0 °C

12: 86 percent / Ag₂O, 4 Angstroem molecular sieves / CH₂Cl₂ / 12 h / Ambient temperature

13: 91 percent / 3HF*NEt₃ / tetrahydrofuran / 48 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; dmap; calcium sulfate; chloro-trimethyl-silane; 4 A molecular sieve; sulfuric acid; water; sodium 2,2,2-trifluoroacetate; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine tris(hydrogen fluoride); triethylamine; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0040-4039(95)01810-5

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester (173066-64-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / p-TsOH*H₂O, drierite / 3 h

2: tetrahydrofuran / 0.25 h / 4 °C

3: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

4: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 168 h / Ambient temperature

5: NaB(CN)H₃, TMSCl, 4 Angstroem molecular sieves / acetonitrile / 2 h / 0 °C

6: 86 percent / Ag₂O, 4 Angstroem molecular sieves / CH₂Cl₂ / 12 h / Ambient temperature

7: 91 percent / 3HF*NEt₃ / tetrahydrofuran / 48 h / Ambient temperature

With 1H-imidazole; dmap; calcium sulfate; chloro-trimethyl-silane; 4 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine tris(hydrogen fluoride); triethylamine; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0040-4039(95)01810-5

upstream raw materials:

Benzoic acid (1S,2S,3R)-2-benzyloxy-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-3-methylcarbamoyl-propyl ester

α-D-glucurono-γ-lactone

4-methoxy-benzaldehyde

5-O-trifluoromethanesulfonyl-1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone

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 173066-64-3 Benzoic acid (1S,2R)-1-((1R,2R)-1-benzyloxy-2-hydroxy-2-methylcarbamoyl-ethyl)-3,3-bis-ethylsulfanyl-2-(4-methoxy-benzyloxy)-propyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send