O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate

Base Information

• Chemical Name: O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate
• CAS No.: 253192-90-4
• Molecular Formula: C₂₈H₄₂NO₆P
• Molecular Weight: 519.618
• Mol file: 253192-90-4.mol

Synonyms:O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate

Chemical Property of O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate

There total 6 articles about O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate 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: 95.0%

1-Adamantyl bromide (768-90-1) + P-(Benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinic acid (122624-57-1) → O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate (253192-90-4)

Guidance literature:

With silver(l) oxide; In chloroform;

DOI:10.1371/journal.pone.0195089

Reference yield:

N-benzyloxycarbonylaminomethyl-H-phosphinic acid (131066-43-8) → O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate (253192-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HMDS / 2 h / 115 °C

1.2: 96 percent / 3.5 h / 90 °C

2.1: 89 percent / Ag₂O / CHCl₃

With 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In chloroform; 1.1: Substitution / 1.2: Alkylation / 2.1: Alkylation;

DOI:10.1002/(SICI)1521-3765(19991001)5:10<2877::AID-CHEM2877>3.0.CO;2-Z

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → O-Adamantyl P-(benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinate (253192-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 63 percent / K₂CO₃; H₂O / 20 h / 20 °C

2.1: HMDS / 2 h / 115 °C

2.2: 96 percent / 3.5 h / 90 °C

3.1: 89 percent / Ag₂O / CHCl₃

With water; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In chloroform; 1.1: Substitution / 2.1: Substitution / 2.2: Alkylation / 3.1: Alkylation;

DOI:10.1002/(SICI)1521-3765(19991001)5:10<2877::AID-CHEM2877>3.0.CO;2-Z

upstream raw materials:

1-Adamantyl bromide

P-(Benzyloxycarbonylaminomethyl)-P-(ethyl 2-isobutylpropionate-3-yl)phosphinic acid

N-benzyloxycarbonylaminomethyl-H-phosphinic acid

benzyl chloroformate

Downstream raw materials:

2-[(adamantan-1-yloxy)-(benzyloxycarbonylamino-methyl)-phosphinoylmethyl]-4-methyl-pentanoic acid