diammonium P¹-<2-(benzyloxycarbonylamino)ethyl>P²-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate

Base Information

• Chemical Name: diammonium P¹-<2-(benzyloxycarbonylamino)ethyl>P²-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate
• CAS No.: 119253-20-2
• Molecular Formula: C₃₀H₅₂N₂O₁₅P₂*2H₃N
• Molecular Weight: 776.756

Synonyms:

Chemical Property of diammonium P¹-<2-(benzyloxycarbonylamino)ethyl>P²-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of diammonium P¹-<2-(benzyloxycarbonylamino)ethyl>P²-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate

There total 7 articles about diammonium P¹-<2-(benzyloxycarbonylamino)ethyl>P²-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate 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:

(3R)-3-acetoxytetradecanoic anhydride (85065-43-6) → diammonium P1-<2-(benzyloxycarbonylamino)ethyl>P2-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate (119253-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂, 2.) Et₃N, 3.) conc. NH₄OH / 1.) Adams platinum / 1.) MeOH, 16 h; 2.) MeOH, Rt, 2 h; 3.) MeOH, 0 deg C up to Rt

2: 1.) But₃N, 3.) conc. NH₄OH / 1.) pyridine; 2.) pyridine, 72 h ; 3.) CHCl₃, MeOH

With ammonium hydroxide; tributyl-amine; hydrogen; triethylamine; platinum(IV) oxide;

Reference yield:

3,4,6-tri-O-acetyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide hydrobromide (4710-88-7) → diammonium P1-<2-(benzyloxycarbonylamino)ethyl>P2-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate (119253-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CHCl₃, Rt, 1h; 2.) CHCl₃, toluene, pyridine, 1 h

2: 1.) H₂, 2.) Et₃N, 3.) 1 M CH₃ONa, 4.) NH₃ / 1.) 10 percent Pd/C / 1.) MeOH, Rt, 1 h; 2.) MeOH, Rt, 2 h; 3.) MeOH, Rt

3: 1.) But₃N, 3.) conc. NH₄OH / 1.) pyridine; 2.) pyridine, 72 h ; 3.) CHCl₃, MeOH

With ammonium hydroxide; tributyl-amine; ammonia; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → diammonium P1-<2-(benzyloxycarbonylamino)ethyl>P2-<2-deoxy-2-<(3R)-3-hydroxytetratecanamido>-α-D-glucopyranosyl> pyrophosphate (119253-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / sat. aq. LiOH / benzene / 2 h

2: 1.) Amberlite IR 120 (H+), 2.) DCC / 1.) H₂O; 2.) H₂O, t-BuOH, reflux, 1 h

3: 1.) But₃N, 3.) conc. NH₄OH / 1.) pyridine; 2.) pyridine, 72 h ; 3.) CHCl₃, MeOH

With lithium hydroxide; ammonium hydroxide; tributyl-amine; Amberlite IR 120 (H+); dicyclohexyl-carbodiimide; In benzene;

upstream raw materials:

morpholinium 2-(benzyloxycarbonylamino)ethyl morpholinophosphate

ammonium 2-deoxy-2-<(3R)-3-hydroxytetradecanamido>-α-D-glucopyranosyl hydrogen phosphate

3,4,6-tri-O-acetyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide hydrobromide

benzyl chloroformate

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