BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

Base Information

• Chemical Name: BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester
• CAS No.: 135226-90-3
• Molecular Formula: C₄₇H₆₂N₆O₁₂
• Molecular Weight: 903.042
• Mol file: 135226-90-3.mol

Synonyms:BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

Chemical Property of BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

There total 16 articles about BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester 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: 63.0%

N-Boc-D-Ala-L-Ala-N,O-dimethyl-L-Tyr + (9S,12S)-12-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3,5,7(19),14(18),15-hexaene-9-carboxylic acid methyl ester (244769-42-4) → BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (135226-90-3)

Guidance literature:

(9S,12S)-12-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3,5,7⁽¹⁹⁾,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid methyl ester; With trifluoroacetic acid; at 20 ℃; for 0.333333h;

N-Boc-D-Ala-L-Ala-N,O-dimethyl-L-Tyr; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo990432w

Reference yield: 53.0%

L,L-N,N-dimethylcycloisodityrosine methyl ester (109011-08-7) + BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH (112196-84-6) → BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (135226-90-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1021/ja00004a062

Reference yield:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (135226-90-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / NaH / dimethylformamide / 6 h / 0 - 25 °C

2: EDCI, HOBt*H₂O / dimethylformamide / 16 h / 25 °C

3: 1.) NaH, CuBr, SMe₂ / 1.) collidine, 25 deg C, 0.5 h, 2.) collidine, 130 deg C, 9 h

4: 97 percent / 3.0 M aq. HCl / ethyl acetate / 1 h / 25 °C

5: 53 percent / EDCI, HOBt*H₂O / dimethylformamide / 12 h / 25 °C

With hydrogenchloride; dimethylsulfide; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(I) bromide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00062a004

upstream raw materials:

L,L-N,N-dimethylcycloisodityrosine methyl ester

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

(9S,12S)-12-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3,5,7⁽¹⁹⁾,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid methyl ester

(9S,12S)-12-[N-(tert-butyloxycarbonyl)-N-methylamino]-2,11-dioxo-4-methoxy-9-methoxycarbonyl-10-methyl-10-azatricyclo[12.2.2.1^3,7]nonadeca-3,5,7⁽¹⁹⁾,14,16,17-hexaene

Downstream raw materials:

C₄₆H₆₀N₆O₁₂

RA-VII

C₄₁H₅₂N₆O₁₀

deoxybouvadin