N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

Base Information

Chemical Name:N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester
CAS No.:138479-90-0
Molecular Formula:C₇₃H₆₄N₂O₂₁
Molecular Weight:1305.31
Hs Code.:

Synonyms:N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

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Chemical Property of N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

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Technology Process of N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

There total 10 articles about N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine 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: 95.0%

: 2543-27-3
N-(Benzyloxycarbonyl)-L-seryl-glycine benzyl ester

: 138479-82-0
2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-xylopyranosyl trichloroacetimidate

: 138479-90-0
N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In chloroform; toluene; at -20 ℃; for 0.5h;
DOI:10.1016/0008-6215(91)89043-F

Reference yield:

: 149707-75-5,149707-76-6,138479-78-4
2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose

: 138479-90-0
N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / 4A molecular sieves, trimethylsilyl triflate / toluene / 0.5 h / -20 °C

2: aq. 60percent AcOH / 0.33 h / 100 °C

3: pyridine / 1 h / 0 °C

4: H₂ / 10percent Pd-C / ethyl acetate / 16 h

5: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

6: 95 percent / 4A molecular sieves, trimethysilyl triflate / CHCl₃; toluene / 0.5 h / -20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1016/0008-6215(91)89043-F

Reference yield:

: 98-88-4
benzoyl chloride

: 138479-90-0
N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 1 h / 0 °C

2: H₂ / 10percent Pd-C / ethyl acetate / 16 h

3: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

4: 95 percent / 4A molecular sieves, trimethysilyl triflate / CHCl₃; toluene / 0.5 h / -20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1016/0008-6215(91)89043-F