2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide

Base Information

• Chemical Name: 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide
• CAS No.: 474903-62-3
• Molecular Formula: C₅₄H₇₅N₇O₁₆S
• Molecular Weight: 1110.29
• Mol file: 474903-62-3.mol

Synonyms:2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide

Chemical Property of 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide

There total 2 articles about 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide 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: 58.0%

N-(8-amino-3,6-dioxaoctanyl)biotinamide (138529-46-1) + 2-oxoethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide (474903-35-0) → 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide (474903-62-3)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 18h; pH=7.0;

DOI:10.1016/S0040-4020(02)00838-4

Reference yield:

allyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide → 2-{2-[2-(2-biotinamidoethoxy)-ethoxy]ethylamino}ethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide (474903-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / methanol / 0.08 h / -78 °C

1.2: 94 percent / dimethylsulfide

2.1: 58 percent / NaBH₃CN; acetic acid / methanol / 18 h / 20 °C / pH 7.0

With sodium cyanoborohydride; ozone; acetic acid; In methanol;

DOI:10.1016/S0040-4020(02)00838-4

upstream raw materials:

N-(8-amino-3,6-dioxaoctanyl)biotinamide

2-oxoethyl 2-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide