(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

Base Information

Chemical Name:(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate
CAS No.:144985-86-4
Molecular Formula:C₂₇H₂₆O₅
Molecular Weight:430.5
Hs Code.:

Synonyms:(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

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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 (1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

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Technology Process of (1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

There total 8 articles about (1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate 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: 68.0%

: 98-88-4
benzoyl chloride

: 144985-85-3
(1R,2R)-1-benzyloxymethyl-2-hydroxymethylcyclopropane-1-methanol

: 144985-86-4
(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

Guidance literature:: With pyridine; In chloroform;
DOI:10.1021/jm9705869

Reference yield:

: 100-39-0
benzyl bromide

: 144985-86-4
(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 5 min, 2.) DMF, RT, 14 h

2: 86 percent / 1N aq. HCl / tetrahydrofuran

3: 68 percent / pyridine / CHCl₃

With pyridine; hydrogenchloride; sodium hydride; In tetrahydrofuran; chloroform;
DOI:10.1021/jm9705869

Reference yield:

: 105-53-3
diethyl malonate

: 144985-86-4
(1S,2R)-{2-[(benzoyloxy)methyl]-1-[(benzyloxy)methyl]cycloprop-1-yl}methyl benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) EtONa / 1.) EtOH, 2.) EtOH, 75 deg C, 20 h

2: 69 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

3: 49 percent / p-TsOH monohydrate / dimethylformamide / 12 h / Ambient temperature

4: 64 percent / LiBH₄ / tetrahydrofuran / 12 h / 72 °C

5: 1.) NaH / 1.) DMF, 5 min, 2.) DMF, RT, 14 h

6: 86 percent / 1N aq. HCl / tetrahydrofuran

7: 68 percent / pyridine / CHCl₃

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium borohydride; sodium ethanolate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm9705869