O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

Base Information

Chemical Name:O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester
CAS No.:138479-92-2
Molecular Formula:C₇₆H₆₆N₂O₂₁
Molecular Weight:1343.36
Hs Code.:

O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

Synonyms:O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

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Chemical Property of O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

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Technology Process of O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

There total 10 articles about O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl 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%

: 138479-84-2
N-(9-Fluorenylmethoxycarbonyl)-L-seryl-glycine allyl 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

: 138479-92-2
O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

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

Reference yield:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 138479-92-2
O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NEt₃, dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole / CH₂Cl₂ / 24 h / Ambient temperature

2: 95 percent / 4A molecular sieves, trimethysilyl triflate / CHCl₃; toluene / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; chloroform; toluene;
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

: 138479-92-2
O-<2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-N-(9-fluorenylmethoxycarbonyl)-L-seryl-glycine allyl 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 / -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