O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

Base Information

Chemical Name:O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate
CAS No.:160531-66-8
Molecular Formula:C₃₅H₆₂NO₁₀P
Molecular Weight:687.852
Hs Code.:

Synonyms:O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

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Chemical Property of O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

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Technology Process of O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

There total 6 articles about O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate 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:

: Hexadecanoic acid (R)-2-benzyloxymethoxy-3-[(2-tert-butoxycarbonylamino-ethoxy)-methoxy-phosphanyloxy]-propyl ester

: 160531-66-8
O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

Guidance literature:: With dihydrogen peroxide; In dichloromethane; at 0 ℃; for 1h; Yield given;
DOI:10.1021/jo00096a023

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 160531-66-8
O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / i-Pr₂NEt / CH₂Cl₂ / 22 h / Ambient temperature

2: DDQ / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

3: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

4: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

5: 30percent H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

With dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00096a023

Reference yield:

: 139100-83-7
3-O-(p-methoxybenzyl)-1-O-palmitoyl-sn-glycerol

: 160531-66-8
O-<2-(N-(tert-butyloxycarbonyl)amino)ethyl> O-methyl O-(1'-O-palmitoyl-2'-O-(benzyloxymethyl)-sn-3'-glyceryl) phosphate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / i-Pr₂NEt / CH₂Cl₂ / 22 h / Ambient temperature

2: DDQ / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

3: N,N-diisopropylethylamine / tetrahydrofuran / 0.75 h / -78 °C

4: N,N-diisopropylethylamine / tetrahydrofuran / -78 °C / -78 deg C, 2 h; r.t., 1 h

5: 30percent H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

With dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00096a023