4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester
CAS No.:227758-65-8
Molecular Formula:C₂₁H₂₃NO₇
Molecular Weight:401.416
Hs Code.:

Synonyms:4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

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Chemical Property of 4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

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Technology Process of 4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

There total 8 articles about 4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl 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: 90.0%

: 1053252-58-6
4-Nitro-benzoic acid (2S,3S)-3-[(R)-4-benzyloxy-3-(2-ethoxy-ethoxy)-butyl]-oxiranylmethyl ester

: 227758-65-8
4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

Guidance literature:: With Dowex-50; In methanol;
DOI:10.1016/S0040-4039(98)00188-9

Reference yield:

: 126550-68-3
(R)-1-(benzyloxy)hex-5-en-2-ol

: 227758-65-8
4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H(+) / CH₂Cl₂

2: NMO, NaIO₄ / OsO₄ / tetrahydrofuran; H₂O

3: 89 percent / NaH / 1,2-dimethoxy-ethane; benzene / 0 °C

4: 99 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

5: 93 percent / L-(+)-diisopropyl tartrate, Ti(OPr-i)4, TBHP / CH₂Cl₂ / -25 °C

6: 98 percent / TEA / CH₂Cl₂

7: 90 percent / Dowex-50 / methanol

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; N-methyl-2-indolinone; L-(+)-diisopropyl tartrate; Dowex-50; TEA; hydrogen cation; sodium hydride; diisobutylaluminium hydride; osmium(VIII) oxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(98)00188-9

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 227758-65-8
4-Nitro-benzoic acid (S)-2-((2R,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-hydroxy-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / CuBr / tetrahydrofuran / 0 °C

2: H(+) / CH₂Cl₂

3: NMO, NaIO₄ / OsO₄ / tetrahydrofuran; H₂O

4: 89 percent / NaH / 1,2-dimethoxy-ethane; benzene / 0 °C

5: 99 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

6: 93 percent / L-(+)-diisopropyl tartrate, Ti(OPr-i)4, TBHP / CH₂Cl₂ / -25 °C

7: 98 percent / TEA / CH₂Cl₂

8: 90 percent / Dowex-50 / methanol

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; N-methyl-2-indolinone; L-(+)-diisopropyl tartrate; Dowex-50; TEA; hydrogen cation; sodium hydride; diisobutylaluminium hydride; osmium(VIII) oxide; copper(I) bromide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(98)00188-9