<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

Base Information

Chemical Name:<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate
CAS No.:134756-65-3
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

Synonyms:<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

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Chemical Property of <1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

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Technology Process of <1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

There total 8 articles about <1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate 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: 94.0%

: 134756-64-2
<1(R)-(1α,4α,5β)>-5-<(benzyloxy)methyl>-4-<(tert-butyldimethylsilyl)oxy>-2-cyclopenten-1-ol carbamate

: 134756-65-3
<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

Guidance literature:: With hydrogen fluoride; In acetonitrile;
DOI:10.1021/ja00015a051

Reference yield:

: 100021-11-2
(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

: 134756-65-3
<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / triethylamine, DMAP / CH₂Cl₂ / 1 h

2: 95 percent / NaH₂PO₄ buffer, aq. sodium azide / 144 h / electric eel acetylcholinesterase

3: imidazole / 0.5 h

4: methanolic ammonia / 48 h

5: pyridine / CH₂Cl₂ / 0.25 h

6: methanolic ammonia / 15 h

7: 91 percent / HF / acetonitrile / 9 h

With pyridine; 1H-imidazole; dmap; sodium azide; NaH₂PO₄ buffer; hydrogen fluoride; ammonia; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/ja960526c

Reference yield:

: 134756-62-0
<1(S)-(1α,4α,5β)>-4-(acetyloxy)-5-<(benzyloxy)methyl>-2-cyclopenten-1-ol

: 134756-65-3
<1(R)-(1α,2β,3α)>-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol monocarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / 0.5 h

2: methanolic ammonia / 48 h

3: pyridine / CH₂Cl₂ / 0.25 h

4: methanolic ammonia / 15 h

5: 91 percent / HF / acetonitrile / 9 h

With pyridine; 1H-imidazole; hydrogen fluoride; ammonia; In dichloromethane; acetonitrile;
DOI:10.1021/ja960526c