(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

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Chemical Name:(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester
CAS No.:330970-73-5
Molecular Formula:C₄₅H₆₈N₂O₈S
Molecular Weight:797.11
Hs Code.:

Synonyms:(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

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Chemical Property of (R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

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Technology Process of (R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

There total 8 articles about (R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-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: 83.0%

: 330970-71-3
(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-[(R)-2-((2S,3S)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester

: 112-67-4
n-hexadecanoyl chloride

: 330970-73-5
(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

Guidance literature:: (R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-[(R)-2-((2S,3S)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-2-(4-phenylacetoxy-benzyloxycarbonyl)-ethyldisulfanyl]-propionic acid 4-phenylacetoxy-benzyl ester; With DL-dithiothreitol; triethylamine;

n-hexadecanoyl chloride; With triethylamine;
DOI:10.1002/1521-3773(20010119)40:2<369::AID-ANIE369>3.0.CO;2-7

Reference yield:

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 330970-73-5
(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 18 h / 20 °C

2: DTT; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

3: 1.017 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With DL-dithiothreitol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane;
DOI:10.1002/1521-3765(20020802)8:15<3362::AID-CHEM3362>3.0.CO;2-0

Reference yield:

: 192999-56-7
4-(hydroxymethyl)phenyl 2-phenylacetate

: 330970-73-5
(R)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hexadecanoylsulfanyl-propionic acid 4-phenylacetoxy-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / N,N'-diisopropylcarbodiimide; DMAP / CH₂Cl₂ / 18 h / 20 °C

2: 95 percent / HCl / diethyl ether / 1.75 h / 0 - 20 °C

3: 78 percent / 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 18 h / 20 °C

4: DTT; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

5: 1.017 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; dmap; DL-dithiothreitol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; diisopropyl-carbodiimide; In diethyl ether; dichloromethane;
DOI:10.1002/1521-3765(20020802)8:15<3362::AID-CHEM3362>3.0.CO;2-0