Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

Base Information

Chemical Name:Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester
CAS No.:179761-46-7
Molecular Formula:C₂₇H₂₇N₃O₄
Molecular Weight:457.529
Hs Code.:

Synonyms:Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

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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 Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

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Technology Process of Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

There total 1 articles about Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl 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: 85.0%

: 98-88-4
benzoyl chloride

: 110567-23-2
(1S,2S,3S,5S)-5-azido-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

: 179761-46-7
Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ja962406a

Reference yield: 98.0%

: 179761-46-7
Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

: 169235-65-8
Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

Guidance literature:: With hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 6h;
DOI:10.1021/ja962406a

Reference yield:

: 179761-46-7
Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

: Benzoic acid (1S,2S,3S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / H₂ / Lindlar's catalyst / methanol / 6 h / 20 °C

2: 97 percent / CH₂Cl₂ / 1.5 h / -60 - 20 °C

3: 74 percent / HCl / ethanol; H₂O / 24 h / Heating

4: 87 percent / H₂ / Pd-C / ethyl acetate; methanol / 3 h / 20 °C

5: 67 percent / Et₃N; DMAP / pyridine / 3 h / 20 °C

6: 97 percent / (i-C₃H₇)2NH₂⁺CHN₄ / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; dmap; (i-C₃H₇)2NH₂⁺CHN₄; hydrogen; triethylamine; palladium on activated charcoal; Lindlar's catalyst; In pyridine; methanol; ethanol; dichloromethane; water; ethyl acetate; 1: Hydrogenation / 2: Addition / 3: Cyclization / 4: Hydrogenolysis / 5: Etherification / 6: phosphitylation;
DOI:10.1021/ja962406a