(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol
CAS No.:381214-14-8
Molecular Formula:C₂₆H₃₉N₃O₅
Molecular Weight:473.613
Hs Code.:

Synonyms:(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

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Chemical Property of (2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

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Technology Process of (2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

There total 15 articles about (2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol 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:

: (2S,4R,7R,8R,9S,11S)-1-Azido-7,8-dihydroxy-9-(4-methoxy-benzyloxy)-2,4,11-trimethyl-tetradec-13-yn-5-one

: 381214-14-8
(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 20 ℃;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U

Reference yield:

: 90270-02-3,97937-36-5
(2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate

: 381214-14-8
(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: Et₃N / CH₂Cl₂ / 20 °C

2.1: LiAlH₄ / diethyl ether / 0 °C

3.1: PPh₃; (PhO)2P(=O)N₃; DEAD / tetrahydrofuran / 20 °C

4.1: TBAF / tetrahydrofuran / 20 °C

5.1: DMSO; ClCOCOCl; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.2: tetrahydrofuran / 0 °C

5.3: 62 percent / DMSO; ClCOCOCl; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: LDA / tetrahydrofuran / -78 °C

7.1: TBAF; AcOH / tetrahydrofuran / 20 °C

8.1: PPTS / methanol / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U

Reference yield:

: 147782-80-7
(2S,4R)-5-(tert-butyl(dimethyl)silyloxy)-2,4-dimethyl-1-pentanol

: 381214-14-8
(2R,3R)-5-((1R,3S)-4-Azido-1,3-dimethyl-butyl)-5-methoxy-2-[(1S,3S)-1-(4-methoxy-benzyloxy)-3-methyl-hex-5-ynyl]-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: PPh₃; (PhO)2P(=O)N₃; DEAD / tetrahydrofuran / 20 °C

2.1: TBAF / tetrahydrofuran / 20 °C

3.1: DMSO; ClCOCOCl; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.2: tetrahydrofuran / 0 °C

3.3: 62 percent / DMSO; ClCOCOCl; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: LDA / tetrahydrofuran / -78 °C

5.1: TBAF; AcOH / tetrahydrofuran / 20 °C

6.1: PPTS / methanol / 20 °C

With oxalyl dichloride; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U