(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

Base Information

Chemical Name:(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate
CAS No.:850347-59-0
Molecular Formula:C₆₃H₁₁₁NO₈
Molecular Weight:1010.58
Hs Code.:

Synonyms:(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

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Chemical Property of (S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

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Technology Process of (S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

There total 11 articles about (S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate 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: 51.0%

: 850347-57-8
(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate

: 850347-55-6
benzyl hydrogen 16-dotriacontenedioate

: 850347-59-0
(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 44h;
DOI:10.1021/jo048167o

Reference yield:

: 2536-36-9
16-iodohexadecanoic acid

: 850347-59-0
(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

2.1: 60 percent / BF₃*Et₂O / CH₂Cl₂ / 16 h / 0 °C

3.1: 73 percent / benzene; toluene / 24 h / Heating

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

4.2: 2.30 g / DMPU / tetrahydrofuran; hexane / -78 - 20 °C

5.1: 94 percent / pyridinium p-toluenesulfonate / methanol; CHCl₃ / 2 h / 20 °C

6.1: 61 percent / LiOH / tetrahydrofuran / 4 h / 20 °C

7.1: 51 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 44 h / 20 °C

With dmap; lithium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; toluene; benzene; 4.2: Wittig reaction;
DOI:10.1021/jo048167o

Reference yield:

: 850347-42-1
benzyl 16-oxohexadecanoate

: 850347-59-0
(S)-3-N-(tert-butoxycarbonyl)amino-1,2-propanediol 1-palmitate 2-(31-benzyloxycarbonyl-16-hentriaconten)oate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

1.2: 2.30 g / DMPU / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 94 percent / pyridinium p-toluenesulfonate / methanol; CHCl₃ / 2 h / 20 °C

3.1: 61 percent / LiOH / tetrahydrofuran / 4 h / 20 °C

4.1: 51 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 44 h / 20 °C

With dmap; lithium hydroxide; n-butyllithium; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; 1.2: Wittig reaction;
DOI:10.1021/jo048167o