N¹⁵,N²⁹-desmethyl RA-VII

Base Information

• Chemical Name: N¹⁵,N²⁹-desmethyl RA-VII
• CAS No.: 138571-36-5
• Molecular Formula: C₃₉H₄₆N₆O₉
• Molecular Weight: 742.829
• Mol file: 138571-36-5.mol

Synonyms:N¹⁵,N²⁹-desmethyl RA-VII

Chemical Property of N¹⁵,N²⁹-desmethyl RA-VII

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹⁵,N²⁹-desmethyl RA-VII

There total 14 articles about N¹⁵,N²⁹-desmethyl RA-VII 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: 80.0%

(9S,12S)-12-{(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionylamino}-4-methoxy-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid; hydrochloride (138571-41-2) → N15,N29-desmethyl RA-VII (138571-36-5)

Guidance literature:

With diphenylphosphoranyl azide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 4 ℃; for 48h;

DOI:10.1021/ja00133a010

Reference yield:

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH (112196-84-6) → N15,N29-desmethyl RA-VII (138571-36-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / EDCI / CH₂Cl₂ / 4 h / 25 °C

2: 87 percent / tetrahydrofuran / 2 h / 25 °C

3: 93 percent / aq. LiOH / tetrahydrofuran; methanol / 8 h / 25 °C

4: 100 percent / HCl / ethyl acetate / 1.) 0 deg C, 10 min, 2.) 25 deg C, 50 min

5: 80 percent / NaHCO₃, diphenylphosphoryl Azide / dimethylformamide / 48 h / 4 °C

With hydrogenchloride; lithium hydroxide; diphenylphosphoranyl azide; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00133a010

Reference yield:

C44H56N6O12 (138571-40-1) → N15,N29-desmethyl RA-VII (138571-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / HCl / ethyl acetate / 1.) 0 deg C, 10 min, 2.) 25 deg C, 50 min

2: 80 percent / NaHCO₃, diphenylphosphoryl Azide / dimethylformamide / 48 h / 4 °C

With hydrogenchloride; diphenylphosphoranyl azide; sodium hydrogencarbonate; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00133a010

upstream raw materials:

(9S,12S)-12-{(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionylamino}-4-methoxy-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid; hydrochloride

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅

C₄₄H₅₆N₆O₁₂