L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl- L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl ester

Base Information

Chemical Name:L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl- L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl ester
CAS No.:144073-33-6
Molecular Formula:C57H67N5O8
Molecular Weight:950.188
Hs Code.:

L-Proline,
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl-
L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl ester

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Chemical Property of L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl- L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl ester

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Technology Process of L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl- L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl ester

There total 8 articles about L-Proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucyl-D-2-piperidinecarbonyl- L-2-piperidinecarbonyl-N-2-propenyl-D-phenylalanyl-, phenylmethyl 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: 67.0%

: 103321-51-3
((1S,2S)-1-Chlorocarbonyl-2-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

: 1026159-93-2
D-Pip-L-Pip-D-(N-allyl)Phe-L-Pro-OCH₂Ph

: 144073-33-6
Fmoc-L-Ile-D-Pip-L-Pip-D-(N-allyl)Phe-L-Pro-OCH₂Ph

Guidance literature:: With silver cyanide; In toluene; at 80 - 85 ℃; for 0.5h;
DOI:10.1021/jm00099a019

Reference yield:

: 1027545-12-5
L-Pip-D-Phe-L-Pro-OCH₂Ph

: 144073-33-6
Fmoc-L-Ile-D-Pip-L-Pip-D-(N-allyl)Phe-L-Pro-OCH₂Ph

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N,N-diisopropylethylamine (DIEA), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl), 2.) N,N-diisopropylethylamine (DIEA) / 1.) CH₂Cl₂, 1.5 h, 2.) CH₂Cl₂, 0 deg C, 16 h

2: 52 percent / NaH / dimethylformamide / 0.75 h / 0 °C

3: 98percent aq. formic acid / 2 h / Ambient temperature

4: 67 percent / AgCN / toluene / 0.5 h / 80 - 85 °C

With formic acid; silver cyanide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00099a019

Reference yield:

: 134526-69-5,132910-78-2
tert-butoxycarbonyl-D-piperidine-2-carboxaldehyde

: 144073-33-6
Fmoc-L-Ile-D-Pip-L-Pip-D-(N-allyl)Phe-L-Pro-OCH₂Ph

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N,N-diisopropylethylamine (DIEA), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl), 2.) N,N-diisopropylethylamine (DIEA) / 1.) CH₂Cl₂, 1.5 h, 2.) CH₂Cl₂, 0 deg C, 16 h

2: 52 percent / NaH / dimethylformamide / 0.75 h / 0 °C

3: 98percent aq. formic acid / 2 h / Ambient temperature

4: 67 percent / AgCN / toluene / 0.5 h / 80 - 85 °C

With formic acid; silver cyanide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00099a019