(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

Base Information

Chemical Name:(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate
CAS No.:674777-26-5
Molecular Formula:C₂₁H₃₁NO₄S
Molecular Weight:393.547
Hs Code.:

Synonyms:(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

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Chemical Property of (2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

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Technology Process of (2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

There total 5 articles about (2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate 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: 63.0%

: 882-33-7
diphenyldisulfane

: 674777-19-6
(2E,4R)-4-(tert-butyloxycarbonylamino)-5-hydroxy-2-pentenyl pivalate

: 674777-26-5
(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 72 ℃; for 36h;
DOI:10.1016/j.tetasy.2003.11.036

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 674777-26-5
(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / benzene / 0.5 h / 20 °C

2: 73 percent / diisobutylaluminium hydride; n-BuLi / toluene; hexane / 1.33 h / -78 - 20 °C

3: 83 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 70 percent / methanol; camphor-10-sulfonic acid / 16 h / 20 °C

5: 63 percent / PBu₃ / tetrahydrofuran / 36 h / 72 °C

With methanol; n-butyllithium; tributylphosphine; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; benzene;
DOI:10.1016/j.tetasy.2003.11.036

Reference yield:

: 123751-18-8
(E)-3-<(4R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl>-2-propen-1-ol

: 674777-26-5
(2E,4R)-4-(tert-butyloxycarbonylamino)-5-phenylsulfanyl-2-pentenyl pivalate

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

2: 70 percent / methanol; camphor-10-sulfonic acid / 16 h / 20 °C

3: 63 percent / PBu₃ / tetrahydrofuran / 36 h / 72 °C

With methanol; tributylphosphine; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2003.11.036