diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate

Base Information

• Chemical Name: diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate
• CAS No.: 138229-06-8
• Molecular Formula: C₃₄H₃₅N₂O₆P
• Molecular Weight: 598.635

Synonyms:

Chemical Property of diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate

There total 12 articles about diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate 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:

triphenyl phosphite (101-02-0) → diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N2.2-methyl-3,2-vinyl-D-alanin-2,2-yl)>phosphonate (138229-06-8,138229-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / TiCl₄ / CH₂Cl₂ / 1) r.t., 10 min 2) 50 min, reflux

2: 1) LDA / 1) THF, -78 deg C, 1 h 2) -78 deg C to r.t., 20 min

With titanium tetrachloride; lithium diisopropyl amide; In dichloromethane;

DOI:10.1002/hlca.19910740702

Reference yield:

triphenyl phosphite (101-02-0) → diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate (138229-06-8,138229-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / TiCl₄ / CH₂Cl₂ / 1) r.t., 10 min 2) 50 min, reflux

2: 1) LDA / 1) THF, -78 deg C, 1 h 2) -78 deg C to r.t., 20 min

With titanium tetrachloride; lithium diisopropyl amide; In dichloromethane;

DOI:10.1002/hlca.19910740702

Reference yield:

N-Cbz-L-Phe (1161-13-3) → diphenyl 2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxy-N2.2-methyl-3,2-vinyl-L-alanin-2,2-yl)>phosphonate (138229-06-8,138229-07-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) (i-Pr)2NEt, BOP-Cl / CH₂Cl₂, 1) <*>-15 deg C, 2 h 2) to r.t. 12 h

2: 98 percent / 1M NaOH / methanol; H₂O / 40 °C / pH 11

3: 77 percent / Et₃N / 1 - 6 °C / anodic oxidation

4: 69 percent / TiCl₄ / CH₂Cl₂ / 1) r.t., 10 min 2) 50 min, reflux

5: 1) LDA / 1) THF, -78 deg C, 1 h 2) -78 deg C to r.t., 20 min

With sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In methanol; dichloromethane; water;

DOI:10.1002/hlca.19910740702

upstream raw materials:

diphenyl N^2.1-<(benzyloxy)carbonyl>-L-phenylalanyl-(2,2-decarboxysarcosin-2,2-yl)phosphonate

allyl bromide

triphenyl phosphite

N-Cbz-L-Phe

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