4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester
CAS No.:176037-22-2
Molecular Formula:C₂₃H₃₁NO₅S₂Si
Molecular Weight:493.72
Hs Code.:

Synonyms:4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

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Chemical Property of 4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

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Technology Process of 4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

There total 8 articles about 4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl 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: 89.0%

: 176199-66-9
(R)-1-((8S,11R)-11-Methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-yl)-4-trimethylsilanyl-but-3-yn-2-ol

: 62-23-7
4-nitro-benzoic acid

: 176037-22-2
4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 15h; Heating;
DOI:10.1055/s-1996-4184

Reference yield:

: 539-88-8
4-oxopentanoic acid ethyl ester

: 176037-22-2
4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) LDA, 2.) diethyl chlorophosphate

2: 80 percent / DIBALH / CH₂Cl₂; toluene / 0.5 h / -80 °C

3: 1.) Et₃N, dibutylboron triflate / 1.) Et₂O, Rt, 1.5 h, 2.) Et₂O, a) from -80 deg C to 0 deg C, 1.5 h, b) 0 deg C, 30 min

4: 47 percent / 16 h / -10 °C

5: 89 percent / tetrahydrofuran; propan-2-ol / 24 h / Heating

6: 88 percent / DIBALH / CH₂Cl₂; toluene / 0.5 h / -80 °C

7: 24 percent / tetrahydrofuran / 0.5 h / -80 °C

8: 89 percent / Ph₃P, DEAD / tetrahydrofuran / 15 h / Heating

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; diethyl chlorophosphate; triethylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1055/s-1996-4184

Reference yield:

: 176037-02-8
4-(1,3-dithian-2-ylidene)pentanal

: 176037-22-2
4-Nitro-benzoic acid (S)-1-((8S,11R)-11-methyl-7-oxa-1,5-dithia-spiro[5.5]undec-8-ylmethyl)-3-trimethylsilanyl-prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Et₃N, dibutylboron triflate / 1.) Et₂O, Rt, 1.5 h, 2.) Et₂O, a) from -80 deg C to 0 deg C, 1.5 h, b) 0 deg C, 30 min

2: 47 percent / 16 h / -10 °C

3: 89 percent / tetrahydrofuran; propan-2-ol / 24 h / Heating

4: 88 percent / DIBALH / CH₂Cl₂; toluene / 0.5 h / -80 °C

5: 24 percent / tetrahydrofuran / 0.5 h / -80 °C

6: 89 percent / Ph₃P, DEAD / tetrahydrofuran / 15 h / Heating

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1055/s-1996-4184