{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester
CAS No.:314728-20-6
Molecular Formula:C₇₀H₈₀N₈O₁₂
Molecular Weight:1225.45
Hs Code.:

{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

Synonyms:{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

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Chemical Property of {(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

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Technology Process of {(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

There total 12 articles about {(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid 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: 96.0%

: 314728-13-7
(2S,4E,7S)-2,7-bis(benzyloxycarbonylamino)oct-4-en-1,8-dioic acid

: glycine 3-[N-(9-fluorenylmethoxycarbonyl)propylamino]propylamide trifluoroacetate salt

: 314728-20-6
{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 35h;
DOI:10.1021/ol0065423

Reference yield:

: 4668-42-2
(S)-2-benzyloxycarbonylamino-succinic acid 1-methyl ester

: 314728-20-6
{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 75 percent / BH₃ / tetrahydrofuran / 5.5 h / -5 °C

2.1: 65 percent / NaOCl; TEMPO; NaBr / NaHCO₃ / toluene; H₂O / 3 h / 0 °C

3.1: toluene / 4.5 h / 100 °C

4.1: 87 percent / 9-BBN / tetrahydrofuran / 2 h / 0 °C

5.1: 72 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.5 h / 0 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

6.2: 89 percent / tetrahydrofuran; hexane / 8 h / -78 °C

7.1: aq. HCl / tetrahydrofuran / 12.5 h

8.1: 808 mg / Et₃N / tetrahydrofuran / 2.5 h / 20 °C

9.1: 100 percent / aq. LiOH / methanol / 19 h / 0 - 20 °C

10.1: 96 percent / PyBOP; DIEA / CH₂Cl₂ / 35 h / 0 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium hydroxide; sodium hypochlorite; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; borane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium bromide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; 1.1: Reduction / 2.1: Oxidation / 3.1: Wittig reaction / 4.1: Reduction / 5.1: Substitution / 6.1: Metallation / 6.2: Substitution / 7.1: Hydrolysis / 8.1: Acylation / 9.1: Hydrolysis / 10.1: Acylation;
DOI:10.1021/ol0065423

Reference yield:

: 314728-04-6
(S)-2-benzyloxycarbonylamino-4-hydroxybutyric acid methyl ester

: 314728-20-6
{(E)-(1S,6S)-6-Benzyloxycarbonylamino-1,6-bis-[({3-[(9H-fluoren-9-ylmethoxycarbonyl)-propyl-amino]-propylcarbamoyl}-methyl)-carbamoyl]-hex-3-enyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 65 percent / NaOCl; TEMPO; NaBr / NaHCO₃ / toluene; H₂O / 3 h / 0 °C

2.1: toluene / 4.5 h / 100 °C

3.1: 87 percent / 9-BBN / tetrahydrofuran / 2 h / 0 °C

4.1: 72 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.5 h / 0 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: 89 percent / tetrahydrofuran; hexane / 8 h / -78 °C

6.1: aq. HCl / tetrahydrofuran / 12.5 h

7.1: 808 mg / Et₃N / tetrahydrofuran / 2.5 h / 20 °C

8.1: 100 percent / aq. LiOH / methanol / 19 h / 0 - 20 °C

9.1: 96 percent / PyBOP; DIEA / CH₂Cl₂ / 35 h / 0 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium hydroxide; sodium hypochlorite; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium bromide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; 1.1: Oxidation / 2.1: Wittig reaction / 3.1: Reduction / 4.1: Substitution / 5.1: Metallation / 5.2: Substitution / 6.1: Hydrolysis / 7.1: Acylation / 8.1: Hydrolysis / 9.1: Acylation;
DOI:10.1021/ol0065423