tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

Base Information

Chemical Name:tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate
CAS No.:484061-45-2
Molecular Formula:C₃₁H₄₉NO₄
Molecular Weight:499.734
Hs Code.:

Synonyms:tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

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Technology Process of tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

There total 1 articles about tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate 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%

: 152500-21-5
(S)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-pyrrolidinone

: 5,7-tetradecadienylmagnesium bromide

: 484061-45-2
tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

Guidance literature:: In tetrahydrofuran; at 0 ℃;
DOI:10.1002/1521-3773(20020816)41:16<3017::AID-ANIE3017>3.0.CO;2-1

Reference yield: 88.0%

: 64-18-6
formic acid

: 484061-45-2
tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

: 484061-47-4
tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S/R)-3-(formyloxy)non-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate

Guidance literature:: In tetrahydrofuran; toluene; at 0 ℃; for 2h;
DOI:10.1002/1521-3773(20020816)41:16<3017::AID-ANIE3017>3.0.CO;2-1

Reference yield:

: 484061-45-2
tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

: 438461-70-2
(3S,5R,7aS,11aS)-3-benzyloxymethyl-5-hexyldecahydro-H-pyrrolo[2,1-j]quinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / tetrahydrofuran; toluene / 2 h / 0 °C

2: aq. K₂CO₃ / methanol / 2 h / 20 °C

3: 86 percent / H₂ / PtO₂ / ethyl acetate / 0.5 h / 760 Torr

4: 91 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

5: 82 percent / triphenylphosphine; CBr₄; Et₃N / CH₂Cl₂ / 1 h / 20 °C

With carbon tetrabromide; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ja040213e