Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

Base Information

• Chemical Name: Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester
• CAS No.: 207293-01-4
• Molecular Formula: C₆₂H₆₄O₁₁S
• Molecular Weight: 1017.25

Synonyms:Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

Chemical Property of Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

There total 6 articles about Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] 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%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester (207292-98-6) → Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester (207293-01-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1998-1689

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose (79218-68-1,88988-46-9,93495-88-6,108869-76-7,127875-27-8,127875-34-7,129214-38-6,148968-88-1) → Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester (207293-01-4)

Guidance literature:

Multi-step reaction with 6 steps

1: imidazole / CH₂Cl₂

2: NaOMe, MeOH / -20 °C

3: 1.) pyridine, 2.) H₂S, pyridine

4: 89 percent / TBAF / tetrahydrofuran

5: 92 percent / DBU

6: 91 percent / TMSOTf, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; 1H-imidazole; methanol; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen sulfide; tetrabutyl ammonium fluoride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1689

Reference yield:

(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-tetrahydro-pyran-3-ol (176169-42-9) → Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester (207293-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridine, 2.) H₂S, pyridine

2: 89 percent / TBAF / tetrahydrofuran

3: 92 percent / DBU

4: 91 percent / TMSOTf, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen sulfide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1689

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose

(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-tetrahydro-pyran-3-ol

Downstream raw materials:

methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-arabino-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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 207293-01-4 Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send