methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

Base Information

Chemical Name:methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate
CAS No.:246158-13-4
Molecular Formula:C₅₄H₆₈N₆O₁₀
Molecular Weight:961.168
Hs Code.:

methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

Synonyms:methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

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Chemical Property of methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

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Technology Process of methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

There total 17 articles about methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate 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: 85.0%

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 246158-12-3
methyl (S)-2-[(S)-2-[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentylamino]-3-phenylpropionylamino]-4-methylpentanoate

: 246158-13-4
methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/jo0356863

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 246158-13-4
methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: NaOH; NBu₄HSO₄ / benzene; H₂O / 1 h

2: 0.88 g / N-methylmorpholine oxide; OsO₄ / H₂O; acetone; tetrahydrofuran / 10 h

3: 85 percent / Na₂CO₃; Pb(OAc)4 / benzene / 3 h / 20 °C

4: 82 percent / triethylamine; NaBH(OAc)3 / 1,2-dichloro-ethane / 45 h

5: 85 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tertramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 15 h / 20 °C

With lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; tetra(n-butyl)ammonium hydrogensulfate; sodium tris(acetoxy)borohydride; sodium carbonate; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo0356863

Reference yield:

: 246158-04-3
(4S,5S)-5-allyl-4-(4-tert-butoxybenzyl)-1,3-oxazolidin-2-one

: 246158-13-4
methyl (S)-2-((S)-2-[[(3S,4S)-4-azido-3-tert-butoxycarbonylmethoxy-5-(4-tert-butoxyphenyl)pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / KOH / H₂O; ethanol / 5 h / Heating

2: 85 percent / 4-(dimethylamino)pyridine; CuSO₄; triflyl azide / CH₂Cl₂ / 2 h

3: NaOH; NBu₄HSO₄ / benzene; H₂O / 1 h

4: 0.88 g / N-methylmorpholine oxide; OsO₄ / H₂O; acetone; tetrahydrofuran / 10 h

5: 85 percent / Na₂CO₃; Pb(OAc)4 / benzene / 3 h / 20 °C

6: 82 percent / triethylamine; NaBH(OAc)3 / 1,2-dichloro-ethane / 45 h

7: 85 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tertramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 15 h / 20 °C

With lead(IV) acetate; dmap; potassium hydroxide; sodium hydroxide; osmium(VIII) oxide; triflic azide; tetra(n-butyl)ammonium hydrogensulfate; sodium tris(acetoxy)borohydride; sodium carbonate; copper(II) sulfate; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo0356863