3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid

Base Information

• Chemical Name: 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid
• CAS No.: 524940-51-0
• Molecular Formula: C₂₂H₂₈NO₇P
• Molecular Weight: 449.441
• Mol file: 524940-51-0.mol

Synonyms:3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid

Chemical Property of 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid

There total 4 articles about 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid 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: 80.0%

3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid methyl ester (524940-50-9) → 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid (524940-51-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(02)00680-7

Reference yield:

N-tert-butoxycarbonylserine methyl ester (69942-12-7) → 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid (524940-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / PPh₃; DEAD / toluene / 20 °C

2: 65 percent / DBU

3: 80 percent / aq. LiOH / tetrahydrofuran

With lithium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene;

DOI:10.1016/S0960-894X(02)00680-7

Reference yield:

N-Boc-DL-serine (3850-40-6) → 3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid (524940-51-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / MeOH / benzene

2: 85 percent / PPh₃; DEAD / toluene / 20 °C

3: 65 percent / DBU

4: 80 percent / aq. LiOH / tetrahydrofuran

With methanol; lithium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; benzene;

DOI:10.1016/S0960-894X(02)00680-7

upstream raw materials:

3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

N-tert-butoxycarbonylserine methyl ester

N-Boc-DL-serine

methyl 2-[(tert-butoxycarbonyl)amino]acrylate

Downstream raw materials:

3-(bis-benzyloxy-phosphoryl)-2-[3-(bis-benzyloxy-phosphoryl)-2-tert-butoxycarbonylamino-propionylamino]-propionic acid methyl ester

2-[2-amino-3-(bis-benzyloxy-phosphoryl)-propionylamino]-3-(bis-benzyloxy-phosphoryl)-propionic acid methyl ester

C₇₁H₇₀F₂N₇O₁₆P₃

3-(bis-benzyloxy-phosphoryl)-2-({2-[(6-{2-(bis-benzyloxy-phosphoryl)-1-[2-(bis-benzyloxy-phosphoryl)-1-carboxy-ethylcarbamoyl]-ethylcarbamoyl}-1-methyl-1H-benzoimidazol-2-yl)-difluoro-methyl]-3H-benzoimidazole-5-carbonyl}-amino)-propionic acid