2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

Base Information

Chemical Name:2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester
CAS No.:186132-76-3
Molecular Formula:C₂₇H₃₃N₃O₁₀S
Molecular Weight:591.639
Hs Code.:

2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

Synonyms:2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

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Chemical Property of 2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

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Technology Process of 2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

There total 9 articles about 2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-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: 79.0%

: 186132-73-0
2-Bromomethyl-benzoic acid 4-nitro-benzyl ester

: 147214-49-1
methyl (tert-butoxycarbonyl)-L-seryl-L-cysteinate

: 186132-76-3
2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

Guidance literature:: With triethylamine; In dichloromethane; 0 deg C, 15 min; room temp., 3 h;
DOI:10.1002/hlca.19960790816

Reference yield: 63.0%

: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

: 186132-75-2
2-((R)-2-Amino-2-methoxycarbonyl-ethylsulfanylmethyl)-benzoic acid 4-nitro-benzyl ester

: 186132-76-3
2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 0 ℃; for 4h;
DOI:10.1002/hlca.19960790816

Reference yield:

: 118-90-1
ortho-methylbenzoic acid

: 186132-76-3
2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethylsulfanylmethyl]-benzoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / K₂CO₃ / acetone / 4 h / Heating

2: 13 percent / N-bromosuccinimid / CCl₄ / 0.42 h / Heating; Irradiation

3: 50 percent / Et₃N / CH₂Cl₂ / 0 deg C, 15 min; room temp., 3 h

4: 63 percent / N-<3-(dimethylamino)propyl>-N'-ethylcarbodiimide hydrochloride / acetonitrile / 4 h / 0 °C

With N-Bromosuccinimide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrachloromethane; dichloromethane; acetone; acetonitrile;
DOI:10.1002/hlca.19960790816