2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)
• CAS No.: 698371-81-2
• Molecular Formula: C₅₂H₆₂N₂O₁₃Si
• Molecular Weight: 951.155
• Mol file: 698371-81-2.mol

Synonyms:2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)

Chemical Property of 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)

There total 4 articles about 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside) 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:

2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside (698371-57-2) + phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-1-thio-β-D-galactopyranoside (698372-46-2) → 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside) (698371-81-2) + 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside)

Guidance literature:

2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside; phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1021/ol049729t

Reference yield:

3,4,6-tri-O-benzyl-2-nitro-D-galactal (211621-55-5) → 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside) (698371-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 70 percent / potassium tert-butoxide / tetrahydrofuran; toluene / 1 h / 20 °C

2.1: acetic anhydride; BF₃*Et₂O / toluene / 1 h / 20 °C

2.2: 70 percent / NaOMe / methanol / 1 h / 20 °C

3.1: NIS; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

3.2: Me₃SiOTf / CH₂Cl₂ / 0.33 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; acetic anhydride; In tetrahydrofuran; dichloromethane; toluene; 1.1: Michael addition;

DOI:10.1021/ol049729t

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 2-(trimethylsilyl)ethyl (3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-(1->6)-(3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside) (698371-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 70 percent / potassium tert-butoxide / tetrahydrofuran; toluene / 1 h / 20 °C

2.1: acetic anhydride; BF₃*Et₂O / toluene / 1 h / 20 °C

2.2: 70 percent / NaOMe / methanol / 1 h / 20 °C

3.1: NIS; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

3.2: Me₃SiOTf / CH₂Cl₂ / 0.33 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; acetic anhydride; In tetrahydrofuran; dichloromethane; toluene; 1.1: Michael addition;

DOI:10.1021/ol049729t

upstream raw materials:

2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside

phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-1-thio-β-D-galactopyranoside

2-(Trimethylsilyl)ethanol

3,4,6-tri-O-benzyl-2-nitro-D-galactal