N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

Base Information

Chemical Name:N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester
CAS No.:249760-87-0
Molecular Formula:C₅₁H₆₆N₄O₂₄
Molecular Weight:1119.1
Hs Code.:

N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

Synonyms:N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

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Chemical Property of N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

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Technology Process of N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

There total 3 articles about N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine 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: 74.0%

: 108-24-7
acetic anhydride

: 249760-86-9
N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

: 249760-87-0
N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

Guidance literature:: N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester; With 1.3-propanedithiol; triethylamine; In methanol; at 20 ℃; for 24h;

acetic anhydride; With pyridine; for 1h;
DOI:10.1055/s-1999-3562

Reference yield:

: O-(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α/β-D-galactopyranose

: 249760-87-0
N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / MsCl; Et₃N / CH₂Cl₂ / 36 h / 0 - 20 °C

2.1: 42 percent / AgOTf; tetramethylurea; Drierite / toluene; 1,2-dichloro-ethane / 60 °C

3.1: propane-1,3-dithiol; Et₃N / methanol / 24 h / 20 °C

3.2: 74 percent / pyridine / 1 h

With 1.3-propanedithiol; calcium sulfate; silver trifluoromethanesulfonate; methanesulfonyl chloride; triethylamine; tetramethylurea; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene; 1.1: Substitution / 2.1: Substitution / 3.1: Reduction / 3.2: Acetylation;
DOI:10.1055/s-1999-3562

Reference yield:

: 249760-84-7
2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl chloride

: 249760-87-0
N-(4-Methoxybenzyloxycarbonyl)-L-alanyl-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-4-O-acetyl-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl]-L-threonyl-L-alanine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 42 percent / AgOTf; tetramethylurea; Drierite / toluene; 1,2-dichloro-ethane / 60 °C

2.1: propane-1,3-dithiol; Et₃N / methanol / 24 h / 20 °C

2.2: 74 percent / pyridine / 1 h

With 1.3-propanedithiol; calcium sulfate; silver trifluoromethanesulfonate; triethylamine; tetramethylurea; In methanol; 1,2-dichloro-ethane; toluene; 1.1: Substitution / 2.1: Reduction / 2.2: Acetylation;
DOI:10.1055/s-1999-3562