Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Base Information

Chemical Name:Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
CAS No.:882050-19-3
Molecular Formula:C₃₄H₄₃N₁₃O₁₂
Molecular Weight:825.795
Hs Code.:

Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Synonyms:Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Chemical Property of Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Technology Process of Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

There total 7 articles about Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl 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:

: 860640-70-6
1,3,2',6'-tetraazido-3',4'-dideoxy-3'-enoneamine

: 882050-19-3
Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 48 h / 20 °C

2: 84 percent / PMe₃ / toluene / -78 - -10 °C

3: 87 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 0 - 20 °C

4: 99 percent / DIPEA / CH₂Cl₂ / -50 - 0 °C

5: BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂

With dmap; lithium hydroxide; 4 A molecular sieve; boron trifluoride diethyl etherate; triethylamine; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; toluene; 2: Staudinger reaction;
DOI:10.1021/ol0529750

Reference yield:

: 882050-14-8
1-N-tet-butoxycarbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

: 882050-19-3
Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / DIPEA / CH₂Cl₂ / -50 - 0 °C

2: BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂

With 4 A molecular sieve; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ol0529750

Reference yield:

: 882050-12-6
5,6-di-O-(4-chlorobenzoyl)-1,3,2',6'-tetraazido-3',4'-dideoxy-3'-enoneamine

: 882050-19-3
Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / PMe₃ / toluene / -78 - -10 °C

2: 87 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 0 - 20 °C

3: 99 percent / DIPEA / CH₂Cl₂ / -50 - 0 °C

4: BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂

With lithium hydroxide; 4 A molecular sieve; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; toluene; 1: Staudinger reaction;
DOI:10.1021/ol0529750