O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine

Base Information

• Chemical Name: O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine
• CAS No.: 1356389-35-9
• Molecular Formula: C₃₅H₄₄N₂O₉
• Molecular Weight: 636.742
• Mol file: 1356389-35-9.mol

Synonyms:O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine

Chemical Property of O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine

There total 9 articles about O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine 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: 94.0%

O-[(2-(fluorenyl-9-methoxycarbonyl)amino)-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl]-N-(tert-butoxycarbonyl)-L-serine (1356389-34-8) → O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine (1356389-35-9)

Guidance literature:

With morpholine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201101148

Reference yield:

O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine methyl ester → O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine (1356389-35-9)

Guidance literature:

With water; lithium hydroxide; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201101148

Reference yield:

O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine methyl ester (1013026-18-0) → O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine (1356389-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / ethanol / 48 h / 20 °C

2: water; lithium hydroxide / 24 h / 20 °C

With water; hydrogen; lithium hydroxide; In ethanol;

DOI:10.1002/ejoc.201101148

upstream raw materials:

O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-N-(tert-butoxycarbonyl)-L-serine methyl ester

O-[(2-(fluorenyl-9-methoxycarbonyl)amino)-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl]-N-(tert-butoxycarbonyl)-L-serine

O-[(2-(fluorenyl-9-methoxycarbonyl)amino)-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl]-N-(tert-butoxycarbonyl)-L-serine tert-butyl ester

O-[(2-(fluorenyl-9-methoxycarbonyl)amino)-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl]-L-serine

Downstream raw materials:

(3S,5aR,6R,7R,8R,9aS)-3-[N-(tert-butoxycarbonyl)amino]-6,7-bis(benzyloxy)-8-[(benzyloxy)methyl]octahydropyrano[2,3-b][1,5]oxazepin-4-one