diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate

Base Information

• Chemical Name: diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate
• CAS No.: 1239876-73-3
• Molecular Formula: C₃₅H₄₆N₃O₁₁PS
• Molecular Weight: 747.803

Synonyms:diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate

Chemical Property of diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate

Chemical Property:

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Technology Process of diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate

There total 4 articles about diisopropyl N-[2-benzyloxycarbonylamino-N₃-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate 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: 38.0%

tert-butyl N-(4-phenoxybenzenesulfonyl)carbamate (1239876-72-2) + (S)-2-benzyloxycarbonylamino 3-(diisopropylphosphonoformamido)propanol (1239876-70-0) → diisopropyl N-[2-benzyloxycarbonylamino-N3-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate (1239876-73-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃;

Reference yield:

diisopropyl 4-nitrophenoxycarbonylphosphonoformate (83877-27-4) → diisopropyl N-[2-benzyloxycarbonylamino-N3-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate (1239876-73-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dichloromethane / 1 h / 0 - 20 °C

2.1: trifluoroacetic acid / methanol; chloroform / 7 h / 0 - 20 °C

3.1: water; ethyl acetate / 1.5 h / 0 - 20 °C

4.1: triphenylphosphine / toluene / 0.08 h / 20 °C

4.2: 12 h / 20 °C

With triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; water; ethyl acetate; toluene; 4.1: |Mitsunobu Displacement / 4.2: |Mitsunobu Displacement;

DOI:10.1002/hc.21256

Reference yield:

C10H23N2O5P → diisopropyl N-[2-benzyloxycarbonylamino-N3-(tert-butoxycarbonyl)-3-(4-phenoxybenzenesulfonamido)propyl]carbamoylphosphonate (1239876-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; ethyl acetate / 1.5 h / 0 - 20 °C

2.1: triphenylphosphine / toluene / 0.08 h / 20 °C

2.2: 12 h / 20 °C

With triphenylphosphine; In water; ethyl acetate; toluene; 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement;

DOI:10.1002/hc.21256

upstream raw materials:

tert-butyl N-(4-phenoxybenzenesulfonyl)carbamate

(S)-2-benzyloxycarbonylamino 3-(diisopropylphosphonoformamido)propanol

diisopropyl 4-nitrophenoxycarbonylphosphonoformate

(S)-3-diisopropylphosphonoformamido-2-(tritylamino)propanol

Downstream raw materials:

diisopropyl (S)-2-benzyloxycarbonylamino-3-(4-phenoxybenzenesulfonamido)propylcarbamoylphosphonate

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