N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

Base Information

Chemical Name:N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester
CAS No.:172325-20-1
Molecular Formula:C₃₈H₃₉Cl₃N₂O₁₂
Molecular Weight:822.093
Hs Code.:

Synonyms:N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

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Chemical Property of N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

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Technology Process of N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

There total 6 articles about N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-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: 83.0%

: 67124-60-1
3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

: 145362-72-7
N-diphenylmethylene-L-serine benzyl ester

: 172325-20-1
N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; for 14h; Ambient temperature;
DOI:10.1016/0008-6215(95)00016-M

Reference yield:

: 1013-88-3
Benzophenone imine

: 172325-20-1
N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / CH₂Cl₂ / 24 h / 20 °C

2: 72 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 10 h / 0 °C

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; 2: Koenigs-Knorr reaction;
DOI:10.1021/jo005712m

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 172325-20-1
N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-glucopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 34 percent / NaHCO₃ / H₂O / 20 °C

2: 98 percent / pyridine / 12 h / 20 °C

3: 96 percent / HBr / CH₂Cl₂; acetic acid / 0 - 20 °C

4: 72 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 10 h / 0 °C

With 4 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; In pyridine; dichloromethane; water; acetic acid; 4: Koenigs-Knorr reaction;
DOI:10.1021/jo005712m