4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester
CAS No.:340013-67-4
Molecular Formula:C₃₇H₃₇NO₁₀
Molecular Weight:655.701
Hs Code.:

Synonyms:4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

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Chemical Property of 4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

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Technology Process of 4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

There total 9 articles about 4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl 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: 98.0%

: 340013-34-5
(1R,4S,5R,6R)-4,5,6-Tris-benzyloxymethoxy-cyclohex-2-enol

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

: 340013-67-4
4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine;
DOI:10.1021/ol015733i

Reference yield:

: 146830-39-9
C₁₃H₁₇BrO₃

: 340013-67-4
4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: HCl / methanol; tetrahydrofuran

2.1: pyridine

3.1: m-CPBA / pyridine

4.1: BF₃*OEt₂ / toluene

4.2: 76 percent / p-TsOH / CH₂Cl₂ / 72 h / 20 °C

5.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane

6.1: Zn; AcOH / methanol

7.1: Huenig base; TBAI / 1,2-dichloro-ethane

8.1: 92 percent / NaHCO₃ / diphenyl ether / Heating

9.1: 92 percent / DIBAL / CH₂Cl₂

10.1: 98 percent / DIAD; PPh₃

With hydrogenchloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc; In tetrahydrofuran; pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; toluene; 10.1: Mitsunobu reaction;
DOI:10.1021/ol015733i

Reference yield:

: 173201-10-0
C₁₁H₁₃BrO₂

: 340013-67-4
4-Nitro-benzoic acid (1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine

2.1: m-CPBA / pyridine

3.1: BF₃*OEt₂ / toluene

3.2: 76 percent / p-TsOH / CH₂Cl₂ / 72 h / 20 °C

4.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane

5.1: Zn; AcOH / methanol

6.1: Huenig base; TBAI / 1,2-dichloro-ethane

7.1: 92 percent / NaHCO₃ / diphenyl ether / Heating

8.1: 92 percent / DIBAL / CH₂Cl₂

9.1: 98 percent / DIAD; PPh₃

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc; In pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; toluene; 9.1: Mitsunobu reaction;
DOI:10.1021/ol015733i