(S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester
• CAS No.: 185759-93-7
• Molecular Formula: C₃₄H₄₈N₃O₁₁P
• Molecular Weight: 705.742
• Mol file: 185759-93-7.mol

Synonyms:

Chemical Property of (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester

There total 4 articles about (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester 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:

Benzyloxycarbonylamino-(diisopropoxy-phosphoryl)-acetic acid methyl ester (185759-85-7) → (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester (185759-93-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 2 N aq. NaOH / dioxane / 0 °C

2: 60.5 percent / DCC / acetonitrile / 1) 0 deg C, 1 h, 2) r.t., 14 h

3: H₂ / 10percent Pd-C / methanol / 20 °C / 2280 Torr

4: DCC / acetonitrile

With sodium hydroxide; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; acetonitrile;

DOI:10.1002/ardp.19963291106

Reference yield:

Benzyloxycarbonylamino-(diisopropoxy-phosphoryl)-acetic acid → (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester (185759-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 60.5 percent / DCC / acetonitrile / 1) 0 deg C, 1 h, 2) r.t., 14 h

2: H₂ / 10percent Pd-C / methanol / 20 °C / 2280 Torr

3: DCC / acetonitrile

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1002/ardp.19963291106

Reference yield:

[2-Benzyloxycarbonylamino-2-(diisopropoxy-phosphoryl)-acetylamino]-acetic acid tert-butyl ester (185759-89-1) → (S)-2-Benzyloxycarbonylamino-4-{[(tert-butoxycarbonylmethyl-carbamoyl)-(diisopropoxy-phosphoryl)-methyl]-carbamoyl}-butyric acid benzyl ester (185759-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd-C / methanol / 20 °C / 2280 Torr

2: DCC / acetonitrile

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1002/ardp.19963291106

upstream raw materials:

Cbz-(L)-Glu-OBn

Benzyloxycarbonylamino-(diisopropoxy-phosphoryl)-acetic acid methyl ester

[2-Benzyloxycarbonylamino-2-(diisopropoxy-phosphoryl)-acetylamino]-acetic acid tert-butyl ester