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

Base Information

Chemical Name:N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester
CAS No.:197663-23-3
Molecular Formula:C₂₅H₃₁Cl₃N₂O₁₂
Molecular Weight:657.886
Hs Code.:

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

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

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

There total 7 articles about N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-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: 71.0%

: 197663-22-2
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

: 197663-23-3
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: With acetic acid; at 60 ℃; for 6h;
DOI:10.1248/cpb.45.1544

Reference yield:

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

: 197663-23-3
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / NBS, I₂, tetrabutylammonium trifluoromethanesulfonate, 4A molecular sieves / diethyl ether / a) -20 deg C, 1 h, b) RT, 2 h

2: 66 percent / pyridine / CH₂Cl₂ / 8 h / Ambient temperature

3: 71 percent / 80 percent aq. AcOH / 6 h / 60 °C

With pyridine; N-Bromosuccinimide; 4 A molecular sieve; iodine; tetrabutylammonium trifluoromethylsulfonate; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1248/cpb.46.1676

Reference yield:

: 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

: 197663-23-3
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / pyridine / CH₂Cl₂ / 8 h / Ambient temperature

2: 71 percent / 80 percent aq. AcOH / 6 h / 60 °C

With pyridine; acetic acid; In dichloromethane;
DOI:10.1248/cpb.46.1676