Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester
CAS No.:303082-36-2
Molecular Formula:C₃₄H₃₃NO₉
Molecular Weight:599.637
Hs Code.:

Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

Synonyms:Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

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Chemical Property of Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

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Technology Process of Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

There total 5 articles about Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl 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:

: 303082-33-9
Acetic acid (2R,3S,4R,5R,6S)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-3-yl ester

: 303082-36-2
Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

: 303082-35-1
Acetic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-4-(9H-fluoren-9-ylmethoxycarbonyloxy)-6-hydroxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol006081l

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 303082-36-2
Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DMAP / pyridine / 20 °C

2: 91 percent / NaBH₃CN; HCl / diethyl ether; tetrahydrofuran

3: 83 percent / Py

4: HF*Py / tetrahydrofuran / 20 °C

With pyridine; hydrogenchloride; dmap; sodium cyanoborohydride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; diethyl ether; 1: Acylation / 2: Ring cleavage / 3: Acetylation / 4: Deacetylation;
DOI:10.1021/ol006081l

Reference yield:

: 303082-31-7
dimethyl(thexyl)silyl 4,6-O-benzylidene-2-deoxy-2-(dimethylmaleimido)-β-D-glucopyranoside

: 303082-36-2
Carbonic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-3,6-dihydroxy-tetrahydro-pyran-4-yl ester 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DMAP / pyridine / 20 °C

2: 91 percent / NaBH₃CN; HCl / diethyl ether; tetrahydrofuran

3: 83 percent / Py

4: HF*Py / tetrahydrofuran / 20 °C

With pyridine; hydrogenchloride; dmap; sodium cyanoborohydride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; diethyl ether; 1: Acylation / 2: Ring cleavage / 3: Acetylation / 4: Deacetylation;
DOI:10.1021/ol006081l