(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

Base Information

Chemical Name:(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate
CAS No.:915314-89-5
Molecular Formula:C₂₂H₂₉O₆P
Molecular Weight:420.442
Hs Code.:

Synonyms:(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

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Chemical Property of (2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

Chemical Property:

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Technology Process of (2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

There total 4 articles about (2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen 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:

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

: 544-97-8
dimethyl zinc(II)

: 915314-89-5
(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

Guidance literature:: dimethyl zinc(II); 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

: 915314-89-5
(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

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

: 915314-89-5
(2S,3R,E)-1,6-bis(benzyloxy)-3-methylhex-4-en-2-yl methyl hydrogen phosphate

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