(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Base Information

Chemical Name:(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide
CAS No.:171272-37-0
Molecular Formula:C₃₅H₅₈N₂O₇
Molecular Weight:618.855
Hs Code.:

Synonyms:(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Suppliers and Price of (3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of (3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

There total 11 articles about (3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide 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: 84.0%

: 110544-98-4
(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoic acid dicyclohexylammonium salt

: 171272-35-8
(S)-3-hydroxy-15-methylhexadecanamide

: 171272-37-0
(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Guidance literature:: With dmap; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In dichloromethane;
DOI:10.7164/antibiotics.51.655

Reference yield:

: 112295-37-1
δ-benzyl N-(tert-butyloxycarbonyl)-DL-aminoadipate

: 56602-33-6
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

: 171272-35-8
(S)-3-hydroxy-15-methylhexadecanamide

: 171272-37-0
(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Guidance literature:: With dmap; In dichloromethane; ethyl acetate;

Reference yield:

: 2485-71-4
13-methyltetradecanoic acid

: 171272-37-0
(3S)-3-{(2S)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)aminopentanoyl}oxy-15-methylhexadecanamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 1 h / Heating

2.1: pyridine; CH₂Cl₂

2.2: 44.5 percent / 5 h / Heating

3.1: 93 percent / H₂; [Ru₂Cl₄{(S)-BINAP}2]*Et₃N / (+)-camphorsulfonic acid / methanol / 6 h / 65 °C / 3800 - 4560 Torr

4.1: 2.25 g / 1N sodium hydroxide / H₂O; methanol / 1 h / Heating

5.1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide*HCl / dimethylformamide / 0.5 h

6.1: 90 percent / 28 percent ammonium hydroxide / H₂O; dimethylformamide

7.1: 84 percent / benzotriazole-1-yloxytrispyrrolidino-phosphonium hexafluorop; 4-dimethylaminopyridine / CH₂Cl₂

With dmap; ammonium hydroxide; sodium hydroxide; thionyl chloride; [Ru₂Cl₄{(S)-BINAP}2]*Et₃N; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; (+)-10-camphorsulfonic acid; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Chlorination / 2.1: Addition / 2.2: methanolysis / 3.1: Reduction / 4.1: Hydrolysis / 5.1: Esterification / 6.1: Substitution / 7.1: Addition;
DOI:10.7164/antibiotics.51.655