BOC-D-alanyl-L-alanyl-O-methyl-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-O-methyl-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.: 161635-06-9
• Molecular Formula: C₅₂H₇₄N₆O₁₃Si
• Molecular Weight: 1019.28

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

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Technology Process of BOC-D-alanyl-L-alanyl-O-methyl-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-O-methyl-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: 75.0%

(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-Ala-L-Ala-L-Tyr(OMe)-L-Ala-OC6F5 (161635-05-8) → BOC-D-alanyl-L-alanyl-O-methyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-06-9)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 48h;

DOI:10.1021/ja00098a015

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-O-methyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuMe₂SiOTf / CH₂Cl₂ / 1 h / 0 °C

2: 75 percent / tetrahydrofuran / 48 h / 25 °C

With t-butyldimethylsiyl triflate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00098a015

Reference yield: 78.0%

BOC-D-alanyl-L-alanyl-O-methyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (161635-06-9) → C51H72N6O13Si (161635-07-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃; for 4h;

DOI:10.1021/ja00098a015

upstream raw materials:

(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

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

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:

C₅₁H₇₂N₆O₁₃Si

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