[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

Base Information

Chemical Name:[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid
CAS No.:332113-71-0
Molecular Formula:C₃₁H₃₃N₄O₆P
Molecular Weight:588.6
Hs Code.:

Synonyms:[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

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Chemical Property of [(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

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Technology Process of [(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

There total 3 articles about [(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid 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: 69.0%

: 20696-57-5
L-tryptophanamide

: 332113-64-1
(R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid

: 332113-71-0
[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm0308491

Reference yield:

: (R)-<1-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid

: 332113-71-0
[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / HMDS / 3 h / 110 °C

2: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

3: 69 percent / DIPEA; HOBt; EDC*HCl / CH₂Cl₂ / 1 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In dichloromethane; 1: Michael addition;
DOI:10.1021/jm0308491

Reference yield:

: 332113-62-9
(R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester

: 332113-71-0
[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

2: 69 percent / DIPEA; HOBt; EDC*HCl / CH₂Cl₂ / 1 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm0308491