BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-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-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester
• CAS No.: 161635-02-5
• Molecular Formula: C₅₃H₇₆N₆O₁₃Si
• Molecular Weight: 1033.3
• Mol file: 161635-02-5.mol

Synonyms:BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-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-3(S)-<(tert-butyldimethylsilyl)oxy>-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-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

There total 2 articles about BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-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:

methyl 13(S)-<(tert-butyldimethylsilyl)oxy>-12(S)--N-methylamino>-4-methoxy-10-methyl-11-oxo-10-aza-2-oxatricyclo<12.2.2.13,7>nonadeca-3,5,7(19),14,16,17-hexaene-9(S)-carboxylate (160480-12-6) → BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuMe₂SiOTf / CH₂Cl₂ / 1 h / 0 °C

2: tetrahydrofuran / 72 h / 25 °C

With t-butyldimethylsiyl triflate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00098a015

Reference yield:

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC6F5 (112196-81-3) + (9S,12S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-10-methyl-12-methylamino-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 (161635-01-4) → BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-02-5)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 72h; Yield given;

DOI:10.1021/ja00098a015

Reference yield: 92.0%

BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-02-5) → C52H74N6O13Si (161635-03-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃; for 3.5h;

DOI:10.1021/ja00098a015

upstream raw materials:

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

(9S,12S,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-10-methyl-12-methylamino-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

methyl 13(S)-<(tert-butyldimethylsilyl)oxy>-12(S)--N-methylamino>-4-methoxy-10-methyl-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:

C₅₂H₇₄N₆O₁₃Si

6-O-methylbouvardin