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

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
CAS No.:138479-94-4
Molecular Formula:C₆₆H₅₈N₂O₂₁
Molecular Weight:1215.19
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

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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

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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

There total 13 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 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%

: 138479-91-1
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 allyl ester

: 138479-94-4
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

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 0.5h; Ambient temperature;
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

: 138479-94-4
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

Guidance literature:: Multi-step reaction with 7 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: 94 percent / 4A molecular sieves, trimethysilyl triflate / CHCl₃; toluene / -20 °C

7: 95 percent / (PPh₃)4Pd, morpholine / tetrahydrofuran / 0.5 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1016/0008-6215(91)89043-F

Reference yield:

: 627466-84-6
2,3,4,6-tetra-O-benzoyl-D-galactose

: 138479-94-4
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

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

2: 85 percent / 4A molecular sieves, trimethylsilyl triflate / toluene / 0.5 h / -20 °C

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

4: pyridine / 1 h / 0 °C

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

6: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

7: 94 percent / 4A molecular sieves, trimethysilyl triflate / CHCl₃; toluene / -20 °C

8: 95 percent / (PPh₃)4Pd, morpholine / tetrahydrofuran / 0.5 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1016/0008-6215(91)89043-F