N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester
CAS No.:943531-12-2
Molecular Formula:C₂₄H₂₇N₃O₉S
Molecular Weight:533.559
Hs Code.:

Synonyms:N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

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Chemical Property of N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

Chemical Property:

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Technology Process of N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

There total 4 articles about N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl 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:

: 6968-11-2
N,N'-bis(benzyloxycarbonyl)-L-cystine

: 943531-12-2
N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / DIEA; TBTU / acetonitrile / 20 °C

2: sodium borohydride / ethanol; CHCl₃ / 0.5 h / 20 °C

3: 68 mg / DIEA / 0.25 h / 0 °C

With sodium tetrahydroborate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethanol; chloroform; acetonitrile;
DOI:10.1139/V07-011

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 943531-12-2
N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaHCO₃ / H₂O / 20 °C

2: 60 percent / DIEA; TBTU / acetonitrile / 20 °C

3: sodium borohydride / ethanol; CHCl₃ / 0.5 h / 20 °C

4: 68 mg / DIEA / 0.25 h / 0 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethanol; chloroform; water; acetonitrile;
DOI:10.1139/V07-011

Reference yield:

: 191151-92-5
{(R)-2-Benzyloxycarbonylamino-3-[(R)-2-benzyloxycarbonylamino-2-(tert-butoxycarbonylmethyl-carbamoyl)-ethyldisulfanyl]-propionylamino}-acetic acid tert-butyl ester

: 943531-12-2
N-benzyloxycarbonyl-S-(p-nitrophenyloxycarbonyl)-L-cysteinylglycine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium borohydride / ethanol; CHCl₃ / 0.5 h / 20 °C

2: 68 mg / DIEA / 0.25 h / 0 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In ethanol; chloroform;
DOI:10.1139/V07-011