Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

Base Information

Chemical Name:Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester
CAS No.:488744-09-8
Molecular Formula:C₅₂H₅₄O₁₃
Molecular Weight:886.993
Hs Code.:

Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

Synonyms:Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

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Chemical Property of Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

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Technology Process of Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

There total 4 articles about Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl 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: 86.0%

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 488743-75-5
methyl-2-O-propargyloxycarbonyl-4,6-O-benzylidene-α-D-glucopyranoside

: 488744-09-8
Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1021/ol027220x

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 488744-09-8
Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH*H₂O / dimethylformamide

2: 80 percent / TMEDA / CH₂Cl₂ / -78 °C

3: 86 percent / TMSOTf; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 °C

With N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol027220x

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 488744-09-8
Carbonic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-2-phenyl-8-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH*H₂O / dimethylformamide

2: 80 percent / TMEDA / CH₂Cl₂ / -78 °C

3: 86 percent / TMSOTf; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 °C

With N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol027220x