BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-O-methyl-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-O-methyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester
• CAS No.: 138605-23-9
• Molecular Formula: C₄₆H₆₀N₆O₁₂
• Molecular Weight: 889.015
• Mol file: 138605-23-9.mol

Synonyms:BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-O-methyl-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-O-methyl-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-O-methyl-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-O-methyl-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: 87.0%

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC6F5 (112196-81-3) + methyl 12(S)-amino-4-methoxy-11-oxo-10-aza-2-oxatricyclo<12.2.2.13,7>-nonadeca-3,5,7(19),14,16,17-hexaene-9(S)-carboxylate (167467-05-2) → BOC-D-alanyl-L-alanyl-N,O4-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-O4-methyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (138605-23-9)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/ja00133a010

Reference yield: 59.0%

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH (112196-84-6) + methyl 4-methoxy-12(S)--11-oxo-10-aza-2-oxatricyclo<12.2.2.13,7>-nonadeca-3,5,7(19),14,16,17-hexaene-9(R)-carboxylate (138571-39-8) → BOC-D-alanyl-L-alanyl-N,O4-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-O4-methyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (138605-23-9)

Guidance literature:

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

DOI:10.1021/jo00031a001

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-O-methyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (138605-23-9)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 92 percent / EDCI, HOBt*H₂O / dimethylformamide / 12 h / 25 °C

3: 36 percent / CH₃Cu / various solvent(s) / 1.) 25 deg C, 1 h, 2.) 130 deg C, 9 h

4: 3.0 M HCl / ethyl acetate / 0.83 h / 25 °C

5: EDCI, HOBt*H₂O, NaHCO₃ / dimethylformamide / 48 h / 25 °C

With hydrogenchloride; methylcopper; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00062a004

upstream raw materials:

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

methyl 4-methoxy-12(S)--11-oxo-10-aza-2-oxatricyclo<12.2.2.1^3,7>-nonadeca-3,5,7(19),14,16,17-hexaene-9(R)-carboxylate

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

methyl 12(S)-amino-4-methoxy-11-oxo-10-aza-2-oxatricyclo<12.2.2.1^3,7>-nonadeca-3,5,7(19),14,16,17-hexaene-9(S)-carboxylate

Downstream 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

N¹⁵,N²⁹-desmethyl RA-VII

C₄₄H₅₆N₆O₁₂