diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate

Base Information

• Chemical Name: diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate
• CAS No.: 695171-98-3
• Molecular Formula: C₃₅H₄₅N₄O₉P
• Molecular Weight: 696.737
• Mol file: 695171-98-3.mol

Synonyms:diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate

Chemical Property of diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate

There total 8 articles about diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate 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: 18.0%

benzyl (4-amino-1-(diphenoxyphosphoryl)butyl)carbamate (149194-46-7) + (Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate (152120-54-2,862686-58-6,1143572-00-2) → diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate (695171-98-3)

Guidance literature:

With TEA; In acetonitrile; at 20 ℃;

DOI:10.1021/jm0499209

Reference yield:

diphenyl benzyloxycarbonylamino-(3-phthalimidopropyl)methanephosphonate (149194-43-4) + N,N'-bis-Boc-S-methyl-isothiourea (322474-21-5) → C35H45N4O9P (695171-98-3)

Guidance literature:

diphenyl benzyloxycarbonylamino-(3-phthalimidopropyl)methanephosphonate; With hydrazine hydrate; In tetrahydrofuran;

N,N'-bis-Boc-S-methyl-isothiourea;

Reference yield:

triphenyl phosphite (101-02-0) → diphenyl N-benzyloxycarbonylamino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate (695171-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / acetic acid / 2 h / 90 °C

2: NH₂NH₂*H₂O / tetrahydrofuran

3: 18 percent / TEA / acetonitrile / 20 °C

With TEA; hydrazine hydrate; acetic acid; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm0499209

upstream raw materials:

benzyl (4-amino-1-(diphenoxyphosphoryl)butyl)carbamate

(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate

triphenyl phosphite

O-benzyl carbamate

Downstream raw materials:

diphenyl N-(benzyloxycarbonylamino)-(3-guanidinopropyl)methanephosphonate trifluoroacetate

diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate

diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(3-(N,N'-bis(tert-butyloxycarbonyl)guanyl)propyl)methanephosphonate