1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

Base Information

Chemical Name:1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester
CAS No.:871693-86-6
Molecular Formula:C₃₄H₆₂NO₈P
Molecular Weight:643.842
Hs Code.:

Synonyms:1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

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Chemical Property of 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

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Technology Process of 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

There total 8 articles about 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl 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: 75.0%

: 26690-80-2
2-(N-tert-butoxycarbonylamino)ethanol

: 84415-89-4
(S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol

: 677-24-7
methyl dichlorophosphoridate

: 871693-86-6
1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

Guidance literature:: (S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol; methyl dichlorophosphoridate; With thymidine 5'-phosphate; In toluene; at 20 ℃; for 6h;

2-(N-tert-butoxycarbonylamino)ethanol; With thymidine 5'-phosphate; In toluene;
DOI:10.1021/jm049006f

Reference yield:

: (S)-({2-(benzyloxy)-3-[(4-methoxybenzyl)oxy]propoxy}methanetriyl)tribenzene

: 871693-86-6
1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 21.6 g / p-TsOH / methanol

2.1: NaH / tetrahydrofuran; dimethylformamide / 1.5 h / 20 °C

2.2: dimethylformamide; tetrahydrofuran

3.1: 19.8 g / aq. DDQ / CH₂Cl₂ / 3 h / 20 °C

4.1: TMP / toluene / 6 h / 20 °C

4.2: 75 percent / TMP / toluene

With sodium hydride; toluene-4-sulfonic acid; thymidine 5'-phosphate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm049006f

Reference yield:

: 36653-82-4,124-29-8
1-Hexadecanol

: 871693-86-6
1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / BF₃*OEt₂ / CH₂Cl₂

2.1: 95 percent / CF₃SO₃H / dioxane / 0.67 h

3.1: dimethylformamide; dimethylsulfoxide / 60 °C

4.1: 1.24 g / LiAlH₄ / diethyl ether / 3.5 h / 0 - 20 °C

5.1: TMP / toluene / 6 h / 20 °C

5.2: 75 percent / TMP / toluene

With lithium aluminium tetrahydride; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; thymidine 5'-phosphate; In 1,4-dioxane; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm049006f