1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

Base Information

Chemical Name:1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite
CAS No.:257887-94-8
Molecular Formula:C₄₂H₅₅Cl₃NO₁₀P
Molecular Weight:871.232
Hs Code.:

1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

Synonyms:1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

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Chemical Property of 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

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Technology Process of 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

There total 9 articles about 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite 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: 69.0%

: 39177-74-7
2,2,2-trichloro-1,1-dimethylethyldichloro phosphite

: 142350-43-4
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glycerol

: 13515-76-9,116457-91-1,4465-44-5
methyl N-trityl-L-serinate

: 257887-94-8
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(00)74193-1

Reference yield:

: 1191-25-9
6-Hydroxyhexanoic acid

: 257887-94-8
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

Guidance literature:: Multi-step reaction with 6 steps

1: HCl

2: 89 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h

3: 69 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

4: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C

5: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C

6: 69 percent / diisopropylethylamine / tetrahydrofuran / -78 - 20 °C

With hydrogenchloride; 3 A molecular sieve; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1: Esterification / 2: Ring cleavage / 3: Addition / 4: Acetoxylation / 5: Deacetylation / 6: coupling; phosphitylation; phosphorylation;
DOI:10.1021/jo990739v

Reference yield:

: 4547-43-7
methyl 6-hydroxycaproate

: 257887-94-8
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 2-carbomethoxy-2-(N-triphenylmethylamino)ethyl phosphite

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h

2: 69 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

3: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C

4: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C

5: 69 percent / diisopropylethylamine / tetrahydrofuran / -78 - 20 °C

With 3 A molecular sieve; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1: Ring cleavage / 2: Addition / 3: Acetoxylation / 4: Deacetylation / 5: coupling; phosphitylation; phosphorylation;
DOI:10.1021/jo990739v