[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

Base Information

Chemical Name:[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester
CAS No.:862814-28-6
Molecular Formula:C₂₁H₃₀O₃S
Molecular Weight:362.533
Hs Code.:

[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid <i>S</i>-<i>tert</i>-butyl ester

Synonyms:[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

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Chemical Property of [6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

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Technology Process of [6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

There total 5 articles about [6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl 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: 79.0%

: 862814-25-3
Acetic acid (R)-6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl ester

: 63584-47-4
(1-tert-butylsulfanyl-vinyloxy)trimethylsilane

: [6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

: 862814-28-6
[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/ol051039h

Reference yield:

: 862814-67-3
(R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ol

: 862814-28-6
[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.3 g / pyridine; DMAP / CH₂Cl₂ / 2.5 h / 0 °C

2: 79 percent / TMSOTf / CH₂Cl₂ / 2 h / -78 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ol051039h

Reference yield:

: 862814-54-8
(R)-7-Benzyloxy-3-methylene-heptane-1,5-diol

: 862814-28-6
[6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.70 g / IBX / dimethylsulfoxide; acetone / 3.5 h / 25 °C

2: 1.3 g / pyridine; DMAP / CH₂Cl₂ / 2.5 h / 0 °C

3: 79 percent / TMSOTf / CH₂Cl₂ / 2 h / -78 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/ol051039h