(S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

Base Information

• Chemical Name: (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one
• CAS No.: 1026486-04-3
• Molecular Formula: C₃₉H₃₉N₃O₆S
• Molecular Weight: 677.821
• Mol file: 1026486-04-3.mol

Synonyms:(S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

Chemical Property of (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

There total 5 articles about (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one 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: 87.0%

2-(Benzyloxy)-5-nitrobenzyl iodide (168702-56-5) + 2-(Benzhydrylidene-amino)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-ethanone → (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-propan-1-one (1026486-04-3)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;

DOI:10.1021/jo00108a023

Reference yield:

2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) → (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-propan-1-one (1026486-04-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 1.) 30-40 deg C, 30 min, 2.) r.t., 2 h

2: Et₃N / tetrahydrofuran / 1 h / 0 °C

3: NaI / acetone / 2 h / Ambient temperature

4: 87 percent / 10percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00108a023

Reference yield:

benzyl bromide (100-39-0) → (S)-2-(Benzhydrylidene-amino)-3-(2-benzyloxy-5-nitro-phenyl)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-propan-1-one (1026486-04-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 1.) 30-40 deg C, 30 min, 2.) r.t., 2 h

2: Et₃N / tetrahydrofuran / 1 h / 0 °C

3: NaI / acetone / 2 h / Ambient temperature

4: 87 percent / 10percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00108a023

upstream raw materials:

2-(Benzyloxy)-5-nitrobenzyl iodide

2-hydroxy-5-nitrobenzyl alcohol

benzyl bromide

(2-(benzyloxy)-5-nitrophenyl)methanol

Downstream raw materials:

(S)-2-[(S)-3-(2-Benzyloxy-5-nitro-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-propionic acid methyl ester

Ac-L-o-Nip(Bn)-Ala-OMe

(S)-2-[(S)-2-Amino-3-(2-benzyloxy-5-nitro-phenyl)-propionylamino]-propionic acid methyl ester

Boc-L-o-Nip(Bn)