diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate

Base Information

• Chemical Name: diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate
• CAS No.: 73888-92-3
• Molecular Formula: C₃₀H₃₃NO₆
• Molecular Weight: 503.595
• Mol file: 73888-92-3.mol

Synonyms:diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate

Chemical Property of diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate

There total 10 articles about diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate 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: 71.0%

BOC-D-homoserine diphenylmethyl ester (67198-88-3) + 4-Hydroxyacetophenone (99-93-4) → diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate (73888-92-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)92152-0

Reference yield:

N-tert-butyloxycarbonylasparagine (7536-55-2) → diphenylmethyl L-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate (73888-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dimethylformamide / 1.67 h / 40 - 50 °C

2: 1.) N₂O₄, NaOAc / 1.) AcOH, 5 h, R_.T_., 2.) benzene, 6 h, reflux

3: BH₃ / 1.) THF, 5 h, 0 degC, 2.) MeOH, R_.T_.

4: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / Ambient temperature

With borane; sodium acetate; dinitrogen tetraoxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)92152-0

Reference yield:

N-t-butyloxycarbonyl-D-asparagine, benzhydrylester (88147-56-2) → diphenylmethyl D-4-(p-acetylphenoxy)-2-(1-t-butoxyformamido)butyrate (73888-92-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / 1.) N₂O₄, NaOAc / 1.) AcOH, 5 h, R_.T_., 2.) benzene, 6 h, reflux

2: 48 percent / BH₃ / 1.) THF, 5 h, 0 degC, 2.) MeOH, R_.T_.

3: 71 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / Ambient temperature

With borane; sodium acetate; dinitrogen tetraoxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)92152-0

upstream raw materials:

BOC-L-homoserine diphenylmethyl ester

4-Hydroxyacetophenone

N-tert-butyloxycarbonylasparagine

BOC-L-asparagine diphenylmethyl ester

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-4-(4-oxalyl-phenoxy)-butyric acid benzhydryl ester

-propoxy>phenyl>glyoxylic acid

nocardicin B

(-)-nocardicin A