2-(trimethylsilyl)ethyl 3,4,6-tri-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-α-D-galactopyranoside
CAS No.:698372-23-5
Molecular Formula:C₃₂H₄₁NO₇Si
Molecular Weight:579.766
Hs Code.:

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

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

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

There total 1 articles about 2-(trimethylsilyl)ethyl 3,4,6-tri-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: 70.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 211621-55-5
3,4,6-tri-O-benzyl-2-nitro-D-galactal

: 698372-23-5
2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; toluene; at 20 ℃; for 1h;
DOI:10.1021/ol049729t

Reference yield: 70.0%

: 698372-23-5
2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside

: 698371-57-2
2-(trimethylsilyl)ethyl 3,4-di-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside

Guidance literature:: 2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside; With boron trifluoride diethyl etherate; acetic anhydride; In toluene; at 20 ℃; for 1h;

With sodium methylate; In methanol; at 20 ℃; for 1h;
DOI:10.1021/ol049729t

Reference yield:

: 698372-23-5
2-(trimethylsilyl)ethyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 70 percent / NaOMe / methanol / 1 h / 20 °C

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

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

With N-iodo-succinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; acetic anhydride; In dichloromethane; toluene;
DOI:10.1021/ol049729t