Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

Base Information

Chemical Name:Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester
CAS No.:915314-90-8
Molecular Formula:C₂₃H₃₁O₆P
Molecular Weight:434.469
Hs Code.:

Synonyms:Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

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Chemical Property of Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

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Technology Process of Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

There total 4 articles about Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester 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:

: 915314-86-2
(4S,7S)-4,7-Bis-benzyloxymethyl-2-methoxy-4,7-dihydro-[1,3,2]dioxaphosphepine 2-oxide

: 557-20-0
diethylzinc

: 915314-90-8
Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

Guidance literature:: diethylzinc; With CuCN*2LiCl; In tetrahydrofuran; at -30 - -25 ℃;

(4S,7S)-4,7-Bis-benzyloxymethyl-2-methoxy-4,7-dihydro-[1,3,2]dioxaphosphepine 2-oxide; In tetrahydrofuran;
DOI:10.1021/ol061756r

Reference yield:

: 915315-05-8
bis((S)-1-(benzyloxy)but-3-en-2-yl) methyl phosphate

: 915314-90-8
Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / (IMesH₂)(PCy₃)Cl₂Ru=CHPh / toluene / 0.5 h / Heating

2.1: CuCN*2LiCl / tetrahydrofuran / -30 - -25 °C

2.2: tetrahydrofuran

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; toluene;
DOI:10.1021/ol061756r

Reference yield:

: 109613-59-4
(S)-1-(benzyloxy)but-3-en-2-ol

: 915314-90-8
Phosphoric acid (E)-(1S,2R)-5-benzyloxy-1-benzyloxymethyl-2-ethyl-pent-3-enyl ester methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / BuLi / tetrahydrofuran / -30 - 20 °C

2.1: 68 percent / (IMesH₂)(PCy₃)Cl₂Ru=CHPh / toluene / 0.5 h / Heating

3.1: CuCN*2LiCl / tetrahydrofuran / -30 - -25 °C

3.2: tetrahydrofuran

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; n-butyllithium; In tetrahydrofuran; toluene;
DOI:10.1021/ol061756r