N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

Base Information

Chemical Name:N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester
CAS No.:197663-21-1
Molecular Formula:C₄₂H₄₁Cl₃N₄O₁₁
Molecular Weight:884.167
Hs Code.:

Synonyms:N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

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Chemical Property of N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

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Technology Process of N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

There total 4 articles about N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl 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: 70.0%

: 82911-81-7
benzyl N-(2,2,2-trichloroethoxycarbonyl)-L-serine

: 197663-20-0
phenyl-3,4-di-O-acetyl-2-azido-6-O-triphenylmethyl-2-deoxy-1-thio-D-galactopyranoside

: 197663-21-1
N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: With N-Bromosuccinimide; iodine; tetrabutylammonium trifluoromethylsulfonate; In diethyl ether; for 2h; Ambient temperature;
DOI:10.1248/cpb.45.1544

Reference yield:

: 197663-12-0
phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thiol-D-galactopyranoside

: 197663-21-1
N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaOMe, MeOH / 8 h / Ambient temperature

2: DMAP, pyridine / dimethylformamide / 10 h / 70 °C

3: 4 h / Ambient temperature

4: 70 percent / N-bromosuccinimide, I₂, tetrabutylammonium trifluoromethanesulfonate / diethyl ether / 2 h / Ambient temperature

With pyridine; methanol; dmap; N-Bromosuccinimide; iodine; sodium methylate; tetrabutylammonium trifluoromethylsulfonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1248/cpb.45.1544

Reference yield:

: 914800-95-6
phenyl 2-azido-2-deoxy-1-thio-6-O-trityl-D-galactopyranoside

: 197663-21-1
N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 4 h / Ambient temperature

2: 70 percent / N-bromosuccinimide, I₂, tetrabutylammonium trifluoromethanesulfonate / diethyl ether / 2 h / Ambient temperature

With N-Bromosuccinimide; iodine; tetrabutylammonium trifluoromethylsulfonate; In diethyl ether;
DOI:10.1248/cpb.45.1544