2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside

Base Information

• Chemical Name: 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside
• CAS No.: 140236-16-4
• Molecular Formula: C₅₁H₈₁N₂O₁₂P
• Molecular Weight: 945.184
• Mol file: 140236-16-4.mol

Synonyms:2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside

Chemical Property of 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside

There total 7 articles about 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside 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:

n-dodecanoyl chloride (112-16-3) → 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside (140236-16-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / aq. NaOH / 0.5 h

2: 100 percent / DMAP, DCC / CH₂Cl₂ / Ambient temperature

3: Zn, AcOH / 3 h / Ambient temperature

4: CH₂Cl₂ / 1 h

With dmap; sodium hydroxide; acetic acid; dicyclohexyl-carbodiimide; zinc; In dichloromethane;

DOI:10.1248/cpb.39.3244

Reference yield:

N-dodecanoylglycine (7596-88-5) → 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside (140236-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / DMAP, DCC / CH₂Cl₂ / Ambient temperature

2: Zn, AcOH / 3 h / Ambient temperature

3: CH₂Cl₂ / 1 h

With dmap; acetic acid; dicyclohexyl-carbodiimide; zinc; In dichloromethane;

DOI:10.1248/cpb.39.3244

Reference yield:

2-hydroxyethyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (123573-82-0) → 2-(diphenylphosphonooxy)ethyl 2-deoxy-4,6-O-isopropylidene-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside (140236-16-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / p-TsOH*H₂O / dimethylformamide / 3.5 h

2: 71.8 percent / pyridine, DMAP / CH₂Cl₂; methanol / 4 h

3: 100 percent / DMAP, DCC / CH₂Cl₂ / Ambient temperature

4: Zn, AcOH / 3 h / Ambient temperature

5: CH₂Cl₂ / 1 h

With pyridine; dmap; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.3244

upstream raw materials:

tetradecanoyl chloride

n-dodecanoyl chloride

N-dodecanoylglycine

2-hydroxyethyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Downstream raw materials:

2-(diphenylphosphonooxy)ethyl 2-deoxy-3-O-(N-dodecanoylglycyl)-2-tetradecanoylamino-α-D-glucopyranoside