(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

Base Information

• Chemical Name: (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
• CAS No.: 138571-41-2
• Molecular Formula: C₃₉H₄₈N₆O₁₀*ClH
• Molecular Weight: 797.305

Synonyms:(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

Chemical Property of (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

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Technology Process of (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

There total 13 articles about (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 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: 100.0%

C44H56N6O12 (138571-40-1) → (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)

Guidance literature:

With hydrogenchloride; In ethyl acetate; 1.) 0 deg C, 10 min, 2.) 25 deg C, 50 min;

DOI:10.1021/ja00133a010

Reference yield:

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH (112196-84-6) → (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)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1021/ja00133a010

Reference yield:

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) → (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)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. LiOH / tetrahydrofuran; methanol / 8 h / 25 °C

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

With hydrogenchloride; lithium hydroxide; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1021/ja00133a010

upstream raw materials:

C₄₄H₅₆N₆O₁₂

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

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

BOC-D-alanyl-L-alanyl-N,O⁴-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-O⁴-methyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

Downstream raw materials:

N¹⁵,N²⁹-desmethyl RA-VII

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