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

Base Information

Chemical Name:1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite
CAS No.:257887-95-9
Molecular Formula:C₄₃H₅₇Cl₃NO₁₀P
Molecular Weight:885.259
Hs Code.:

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

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

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

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

There total 12 articles about 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl 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: 45.0%

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

: 74481-55-3
methyl (2S,3R)-3-hydroxy-2-triphenylmethylaminobutanoate

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

: 257887-95-9
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite

Guidance literature:: 2,2,2-trichloro-1,1-dimethylethyldichloro phosphite; methyl (2S,3R)-3-hydroxy-2-triphenylmethylaminobutanoate; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.25h;

1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glycerol; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/jo990739v

Reference yield:

: 1191-25-9
6-Hydroxyhexanoic acid

: 257887-95-9
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite

Guidance literature:: Multi-step reaction with 6 steps

1.1: HCl

2.1: 89 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h

3.1: 69 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

4.1: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C

5.1: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C

6.1: diisopropylethylamine / tetrahydrofuran / 0.25 h / -78 °C

6.2: 45 percent / 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; 1.1: Esterification / 2.1: Ring cleavage / 3.1: Addition / 4.1: Acetoxylation / 5.1: Deacetylation / 6.1: phosphitylation; phosphorylation / 6.2: coupling; phosphorylation; phosphitylation;
DOI:10.1021/jo990739v

Reference yield:

: 4547-43-7
methyl 6-hydroxycaproate

: 257887-95-9
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h

2.1: 69 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

3.1: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C

4.1: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C

5.1: diisopropylethylamine / tetrahydrofuran / 0.25 h / -78 °C

5.2: 45 percent / 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; 1.1: Ring cleavage / 2.1: Addition / 3.1: Acetoxylation / 4.1: Deacetylation / 5.1: phosphitylation; phosphorylation / 5.2: coupling; phosphorylation; phosphitylation;
DOI:10.1021/jo990739v