N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester
CAS No.:162355-76-2
Molecular Formula:C₆₂H₆₀N₂O₁₉
Molecular Weight:1137.16
Hs Code.:

N-benzyloxycarbonyl-O-<O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

Synonyms:N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

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Chemical Property of N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

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Technology Process of N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

There total 6 articles about N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine 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: 75.0%

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

: 162355-75-1
N-benzyloxycarbonyl-O-(2,3-O-isopropylidene-β-D-xylopyranosyl)-L-serylglycine benzyl ester

: 162355-76-2
N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; toluene; at -20 ℃; for 0.75h;
DOI:10.1016/S0008-6215(00)90973-X

Reference yield:

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

: 162355-76-2
N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / molecular sieves 4A, silver triflate / 1,2-dichloro-ethane / 1.5 h / 0 °C

2: 85 percent / thiourea, pyridine / ethanol / 20 h / 80 °C

3: 1.) camphorsulfonic acid, 2.) MeOH / 1.) DMF, 40 deg C, 2.) DMF, 0 deg C, 30 min

4: 75 percent / molecular sieves 4A, trimethylsilyl triflate / CH₂Cl₂; toluene / 0.75 h / -20 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; silver trifluoromethanesulfonate; thiourea; In ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/S0008-6215(00)90973-X

Reference yield:

: 128902-75-0
1,2,3,4-Tetra-O-chloroacetyl-α-D-xylopyranose

: 162355-76-2
N-benzyloxycarbonyl-O-4)-(2,3-O-isopropylidene-β-D-xylopyranosyl)>-L-serylglycine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / titanium(IV) chloride / CH₂Cl₂ / 4 h / Ambient temperature

2: 68 percent / molecular sieves 4A, silver triflate / 1,2-dichloro-ethane / 1.5 h / 0 °C

3: 85 percent / thiourea, pyridine / ethanol / 20 h / 80 °C

4: 1.) camphorsulfonic acid, 2.) MeOH / 1.) DMF, 40 deg C, 2.) DMF, 0 deg C, 30 min

5: 75 percent / molecular sieves 4A, trimethylsilyl triflate / CH₂Cl₂; toluene / 0.75 h / -20 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; silver trifluoromethanesulfonate; titanium tetrachloride; thiourea; In ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/S0008-6215(00)90973-X