methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

Base Information

Chemical Name:methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate
CAS No.:1425924-29-3
Molecular Formula:C₃₇H₅₆N₄O₇Si
Molecular Weight:696.96
Hs Code.:

methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

Synonyms:methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

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Chemical Property of methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

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Technology Process of methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

There total 8 articles about methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate 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:

: 1425924-28-2
(S)-{2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]}propanoic acid

: methyl (3S)-1,2-diazinane-3-carboxylate bis(trifluoroacetic acid) salt

: 1425924-29-3
methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo3027214

Reference yield:

: 1425924-25-9
tert-butyl (S)-2-amino-3-[3-(triisopropylsilyloxy)phenyl]propanoate

: 1425924-29-3
methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

2: methoxybenzene; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With methoxybenzene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo3027214

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 1425924-29-3
methyl (S)-1-{(S)-2-[(S)-2-(benzyloxycarbonylamino)-3-(methyl)butanamido]-3-[3-(triisopropylsilyloxy)phenyl]propanoyl}hexahydropyridazine-3-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 10 h / -50 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.67 h / 20 °C / Inert atmosphere

3.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.1: O-allyl-N-[(1-naphthyl)methyl]cinchonidinium bromide / dichloromethane; toluene / -10 °C

4.2: 33 h / -5 °C

5.1: water; acetic acid / tetrahydrofuran / 6 h / 20 °C

5.2: 0 °C / Neutral conditions

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

7.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; O-allyl-N-[(1-naphthyl)methyl]cinchonidinium bromide; water; iodine; acetic acid; methoxybenzene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo3027214