tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Base Information

Chemical Name:tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester
CAS No.:204397-72-8
Molecular Formula:C₄₄H₅₈ClN₃O₁₂
Molecular Weight:856.41
Hs Code.:

tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Synonyms:tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Suppliers and Price of tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

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Chemical Property of tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

There total 7 articles about tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl 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: 72.0%

: 4530-20-5
BOC-glycine

: 204397-70-6
pentanoic acid, 3-chloro-N-[(2E,5S,6S)-5-hydroxy-6-[(2R,3R)-3-[4-(hydroxymethyl)phenyl]oxiranyl]-1-oxo-2-heptenyl]-O-methyl-D-tyrosyl-2,2-dimethyl-β-alanyl-2-hydroxy-4-methyl-, (3->1⁵)-lactone, (2S)-

: 204397-72-8
tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 0.916667h;
DOI:10.1021/jm0203884

Reference yield:

: 186256-66-6
cryptophycin-51

: 204397-72-8
tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

2.1: 72 percent / aq. perchloric acid / 1,2-dimethoxy-ethane / 6 h / 20 °C

3.1: 98 percent / aq. NaIO₄ / tetrahydrofuran / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -50 - 20 °C

4.2: tetrahydrofuran / 3.75 h / -78 - 20 °C

4.3: 6.7 g / 1,1'-azobis(cyclohexanecarbonitrile); thiophenol / benzene / 5 h / Heating

5.1: 0.67 g / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0 - 20 °C

6.1: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

7.1: 72 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0.92 h / 0 - 20 °C

With dmap; sodium periodate; n-butyllithium; perchloric acid; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 4.2: Wittig reaction;
DOI:10.1021/jm0203884

Reference yield:

: 186256-68-8
cryptophycin 53

: 204397-72-8
tert-Butoxycarbonylamino-acetic acid 4-((2R,3R)-3-{(S)-1-[(E)-(3S,10R,16S)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diaza-cyclohexadec-13-en-16-yl]-ethyl}-oxiranyl)-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 72 percent / aq. perchloric acid / 1,2-dimethoxy-ethane / 6 h / 20 °C

2.1: 98 percent / aq. NaIO₄ / tetrahydrofuran / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -50 - 20 °C

3.2: tetrahydrofuran / 3.75 h / -78 - 20 °C

3.3: 6.7 g / 1,1'-azobis(cyclohexanecarbonitrile); thiophenol / benzene / 5 h / Heating

4.1: 0.67 g / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0 - 20 °C

5.1: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

6.1: 72 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0.92 h / 0 - 20 °C

With dmap; sodium periodate; n-butyllithium; perchloric acid; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 3.2: Wittig reaction;
DOI:10.1021/jm0203884