N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

Base Information

Chemical Name:N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester
CAS No.:158975-53-2
Molecular Formula:C₅₅H₇₂N₂O₃₁
Molecular Weight:1257.17
Hs Code.:

N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

Synonyms:N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

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Chemical Property of N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

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Technology Process of N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

There total 17 articles about N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl 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: 71.4%

: 16296-22-3
N-(carbobenzoxy)-L-serine-L-proline methyl ester

: 176842-83-4
C₄₀H₅₂Cl₃NO₂₆

: 158975-53-2
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

Guidance literature:: With molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 2h;
DOI:10.1016/0008-6215(96)00004-3

Reference yield: 56.9%

: 158975-43-0
N-(carbobenzoxy)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-seryl-L-proline methyl ester

: 158975-41-8
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1<*>6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl trichloroacetimidate

: 158975-53-2
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1016/0008-6215(94)84227-2

Reference yield:

: 2,2,2-trichloroethyl 2,3,4-tri-O-acetyl-α-D-mannopyranoside

: 158975-53-2
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine-L-proline methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 73.3 percent / AgOTf / CH₂Cl₂ / 48 h / Ambient temperature

2: 92.53 percent / Zn-Cu, Ac₂O / acetic acid / 20 h / Ambient temperature

3: 78.9 percent / DBU / CH₂Cl₂ / 14 h / 0 - 25 °C

4: 71.4 percent / AW 300 molecular sieves, BF₃*OEt₂ / CH₂Cl₂ / 2 h / -20 °C

With molecular sieve; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; acetic anhydride; copper; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; In dichloromethane; acetic acid;
DOI:10.1016/0008-6215(96)00004-3