(2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid

Base Information

• Chemical Name: (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid
• CAS No.: 583866-40-4
• Molecular Formula: C₂₂H₂₄NO₆P
• Molecular Weight: 429.409
• Mol file: 583866-40-4.mol

Synonyms:(2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid

Chemical Property of (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid

There total 3 articles about (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic 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:

(1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl[2-(ethoxycarbonyl)pent-4-ynyl]phosphinic acid (908607-38-5) → (2R)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid + (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid (583866-40-4)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1002/chem.200204456

Reference yield:

ethyl α-propargyl acrylate (54109-54-5) → (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid (583866-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HMDS / 1 h / 110 °C

1.2: 96 percent / 3 h / 100 - 105 °C

2.1: aq. NaOH / ethanol / 20 °C

With sodium hydroxide; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol; 1.2: Michael addition;

DOI:10.1002/chem.200204456

Reference yield:

((R)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)phosphinic acid (118636-74-1) → (2S)-2-{[((1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl)(hydroxy)phosphoryl]methyl}pent-4-ynoic acid (583866-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HMDS / 1 h / 110 °C

1.2: 96 percent / 3 h / 100 - 105 °C

2.1: aq. NaOH / ethanol / 20 °C

With sodium hydroxide; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol; 1.2: Michael addition;

DOI:10.1002/chem.200204456

upstream raw materials:

(1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl[2-(ethoxycarbonyl)pent-4-ynyl]phosphinic acid

ethyl α-propargyl acrylate

((R)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)phosphinic acid

Downstream raw materials:

(1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl[(2S)-2-({[(1S)-2-methoxy-1-methyl-2-oxoethyl]amino}carbonyl)pent-4-ynyl]phosphinic acid