3H-Oxazirino[3,2-i]indole-4-propanoic acid, hexahydro-6-[[[3-[[(phenylmethoxy)carbonyl]amino]propyl]amino]carbon yl]-, ethyl ester

Base Information

Chemical Name:3H-Oxazirino[3,2-i]indole-4-propanoic acid, hexahydro-6-[[[3-[[(phenylmethoxy)carbonyl]amino]propyl]amino]carbon yl]-, ethyl ester
CAS No.:371974-61-7
Molecular Formula:C25H35N3O6
Molecular Weight:473.569
Hs Code.:

Synonyms:

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Chemical Property of 3H-Oxazirino[3,2-i]indole-4-propanoic acid, hexahydro-6-[[[3-[[(phenylmethoxy)carbonyl]amino]propyl]amino]carbon yl]-, ethyl ester

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 3H-Oxazirino[3,2-i]indole-4-propanoic acid, hexahydro-6-[[[3-[[(phenylmethoxy)carbonyl]amino]propyl]amino]carbon yl]-, ethyl ester

There total 9 articles about 3H-Oxazirino[3,2-i]indole-4-propanoic acid, hexahydro-6-[[[3-[[(phenylmethoxy)carbonyl]amino]propyl]amino]carbon yl]-, ethyl 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: 86.0%

: 586363-99-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

: 371974-61-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-hexahydro-1-oxa-1a-aza-cyclopropa[c]inden-3-yl]-propionic acid ethyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0960-894X(03)00181-1

Reference yield:

: 136564-69-7
1H-indole-5-carboxylic acid benzyl ester

: 371974-61-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-hexahydro-1-oxa-1a-aza-cyclopropa[c]inden-3-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / L-proline / acetonitrile / 22 h / 20 °C

2: 88 percent / Cu; pyridine / 16 h / Heating

3: 91 percent / H₂ / 10 percent Pd/C / acetic acid; H₂O / 22 h / 70 °C / 53200 Torr

4: 92 percent / aq. NaOH / dioxane / 16 h / 20 °C

5: 72 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 20 °C

6: 94 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

7: NCS / diethyl ether; acetonitrile / 1 h / 20 °C

8: KO₂ / dimethylformamide / 4 h / 20 °C

9: 86 percent / mCPBA / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; dmap; sodium hydroxide; N-chloro-succinimide; hydrogen; copper; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; L-proline; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00181-1

Reference yield:

: 586363-94-2
3-(2-ethoxycarbonyl-ethyl)-1H-indole-5-carboxylic acid benzyl ester

: 371974-61-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-hexahydro-1-oxa-1a-aza-cyclopropa[c]inden-3-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / H₂ / 10 percent Pd/C / acetic acid; H₂O / 22 h / 70 °C / 53200 Torr

2: 92 percent / aq. NaOH / dioxane / 16 h / 20 °C

3: 72 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 20 °C

4: 94 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

5: NCS / diethyl ether; acetonitrile / 1 h / 20 °C

6: KO₂ / dimethylformamide / 4 h / 20 °C

7: 86 percent / mCPBA / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; sodium hydroxide; N-chloro-succinimide; hydrogen; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00181-1