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

Base Information

• Chemical Name: Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester
• CAS No.: 169235-65-8
• Molecular Formula: C₂₇H₂₉NO₄
• Molecular Weight: 431.532

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

Chemical Property of Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester

Chemical Property:

Purity/Quality:

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

There total 3 articles about Benzoic acid (1S,2R,3S,5S)-5-amino-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: 98.0%

Benzoic acid (1S,2R,3S,5S)-5-azido-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester (179761-46-7) → Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester (169235-65-8)

Guidance literature:

With hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 6h;

DOI:10.1021/ja962406a

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester (169235-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 98 percent / H₂ / Lindlar's catalyst / methanol / 6 h / 20 °C

With hydrogen; triethylamine; Lindlar's catalyst; In methanol; dichloromethane; 1: Esterification / 2: Hydrogenation;

DOI:10.1021/ja962406a

Reference yield:

(1S,2S,3S,5S)-5-azido-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol (110567-23-2) → Benzoic acid (1S,2R,3S,5S)-5-amino-3-benzyloxy-2-benzyloxymethyl-cyclopentyl ester (169235-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 98 percent / H₂ / Lindlar's catalyst / methanol / 6 h / 20 °C

With hydrogen; triethylamine; Lindlar's catalyst; In methanol; dichloromethane; 1: Esterification / 2: Hydrogenation;

DOI:10.1021/ja962406a

upstream raw materials:

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

benzoyl chloride

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

Downstream raw materials:

Benzoic acid (1S,2R,3S,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Benzoic acid (1S,2R,3S,5S)-3-benzyloxy-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Benzoic acid (1S,2R,3S,5S)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-cyclopentyl ester

Benzoic acid (1S,2R,3S,5S)-3-benzyloxy-2-benzyloxymethyl-5-[3-((Z)-3-methoxy-2-methyl-acryloyl)-ureido]-cyclopentyl ester

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