Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

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Chemical Name:Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester
CAS No.:671809-29-3
Molecular Formula:C₄₆H₅₀N₁₂O₁₂
Molecular Weight:962.976
Hs Code.:

Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

Synonyms:Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

There total 4 articles about Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl 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: 95.0%

: benzoic acid 4,5-bis-benzyloxy-6-benzyloxymethyl-2-[4,6-diazido-3-(8-azido-5-azidomethyl-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-7-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

: 671809-29-3
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: With trifluoroacetic acid; In water;
DOI:10.1021/ol0363927

Reference yield:

: 671809-10-2
1,3,2′,6′-tetraazidoneamine

: 671809-29-3
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / BF₃*OEt₂ / methanol / 24 h / 20 °C

2: 67 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

3: 95 percent / TFA / H₂O

With N-iodo-succinimide; 3 A molecular sieve; boron trifluoride diethyl etherate; triethylsilyl trifluoromethyl sulfonate; trifluoroacetic acid; In methanol; dichloromethane; water;
DOI:10.1021/ol0363927

Reference yield:

: (1S,2R,3R,4S,6R)-4,6-Diazido-3-((4aR,5R,7R,8R,8aR)-8-azido-5-azidomethyl-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-7-yloxy)-cyclohexane-1,2-diol

: 671809-29-3
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1S,2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,4R,5S,6R)-3-azido-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

2: 95 percent / TFA / H₂O

With N-iodo-succinimide; 3 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; trifluoroacetic acid; In dichloromethane; water;
DOI:10.1021/ol0363927