4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

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Chemical Name:4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester
CAS No.:871310-97-3
Molecular Formula:C₁₇H₂₁NO₇
Molecular Weight:351.356
Hs Code.:

Synonyms:4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

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Chemical Property of 4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

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Technology Process of 4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

There total 10 articles about 4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl 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: 83.0%

: 871310-96-2
[(3S,5S)-5-((S)-1-Hydroxy-propyl)-tetrahydro-furan-3-yl]-acetic acid methyl ester

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

: 871310-97-3
4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.09.115

Reference yield:

: 871310-92-8
(S)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-dihydro-furan-2-one

: 871310-97-3
4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 1 h / -78 °C

2.1: DIBAL / tetrahydrofuran / 0.25 h / -78 °C

3.1: CF₃COOH; Et₃SiH / CH₂Cl₂ / 0.5 h / -40 °C

4.1: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 1.5 h / 20 °C

4.2: 77 percent / NaIO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 1 h / 20 °C

5.1: 91 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol / 3 h / 20 °C

6.1: 97 percent / diethyl ether / 20 °C

7.1: 90 percent / HF / H₂O; acetonitrile / 1 h / 20 °C

8.1: 83 percent / DIAD; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With triethylsilane; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; hydrogen fluoride; diisobutylaluminium hydride; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; tert-butyl alcohol; 8.1: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2005.09.115

Reference yield:

: 871310-93-9
{(3S,5S)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-3-yl}-acetaldehyde

: 871310-97-3
4-Nitro-benzoic acid (R)-1-((2S,4S)-4-methoxycarbonylmethyl-tetrahydro-furan-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol / 3 h / 20 °C

2: 97 percent / diethyl ether / 20 °C

3: 90 percent / HF / H₂O; acetonitrile / 1 h / 20 °C

4: 83 percent / DIAD; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; hydrogen fluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; water; acetonitrile; tert-butyl alcohol; 4: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2005.09.115