(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Base Information

Chemical Name:(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan
CAS No.:602298-21-5
Molecular Formula:C₂₂H₂₇N₃O₄
Molecular Weight:397.474
Hs Code.:

Synonyms:(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Suppliers and Price of (2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Chemical Property:

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Technology Process of (2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

There total 5 articles about (2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan 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: 92.0%

: 100-39-0
benzyl bromide

: 602298-20-4
(2R,3S,4R)-2-(3-Azido-propyl)-5-methoxy-tetrahydro-furan-3,4-diol

: 602298-21-5
(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0040-4039(03)01368-6

Reference yield:

: 4099-85-8,5531-21-5,20672-63-3,20672-65-5,58763-00-1,63029-07-2,72402-14-3,84894-45-1,129263-68-9,828937-29-7
methyl 2,3-O-isopropylidene-D-ribofuranoside

: 602298-21-5
(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Guidance literature:: Multi-step reaction with 5 steps

1.1: (COCl)2; Et₃N / dimethylsulfoxide / -78 - 20 °C

1.2: 79 percent / CH₂Cl₂ / 1 h / 20 °C

2.1: 87 percent / LAH / tetrahydrofuran / 6 h / 0 - 20 °C

3.1: TsCl; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

3.2: 74 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

4.1: 86 percent / MeOH; HCl / 4 h / 60 °C

5.1: 92 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

With hydrogenchloride; methanol; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01368-6

Reference yield:

: 602298-18-0
3-((3aR,4R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propan-1-ol

: 602298-21-5
(2R,3R,4R)-2-(3-Azido-propyl)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

Guidance literature:: Multi-step reaction with 3 steps

1.1: TsCl; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

1.2: 74 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

2.1: 86 percent / MeOH; HCl / 4 h / 60 °C

3.1: 92 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

With hydrogenchloride; methanol; sodium hydride; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01368-6