(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

Base Information

Chemical Name:(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol
CAS No.:201553-20-0
Molecular Formula:C₄₉H₄₄O₄
Molecular Weight:696.886
Hs Code.:

Synonyms:(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

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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 (2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

Chemical Property:

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Technology Process of (2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

There total 1 articles about (2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-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: 70.0%

: 76-83-5
trityl chloride

: 91274-01-0
2-O-benzyl-1-O-trityl-L-threitol

: 201553-20-0
(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1021/jo9716744

Reference yield:

: 201553-20-0
(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

: (2R,3S)-1,3,4-tri-O-benzyl-2-ethylbutane-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) CH₂Cl₂, -60 deg C, 15 min, 25 deg C, 1 h

2: 90 percent / tetrahydrofuran / 1 h / -78 °C

3: concd. HCl / tetrahydrofuran; methanol / 18 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂

5: H₂ / Pd/C / ethyl acetate / 3 h / Ambient temperature

6: Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / Ambient temperature

7: NaH, Bu₄NI / tetrahydrofuran / 1.5 h / Heating

With hydrogenchloride; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9716744

Reference yield:

: 201553-20-0
(2S,3S)-3-Benzyloxy-1,4-bis-trityloxy-butan-2-ol

: (2R,3S)-3-Benzyloxy-2-ethyl-butane-1,2,4-triol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) CH₂Cl₂, -60 deg C, 15 min, 25 deg C, 1 h

2: 90 percent / tetrahydrofuran / 1 h / -78 °C

3: concd. HCl / tetrahydrofuran; methanol / 18 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂

5: H₂ / Pd/C / ethyl acetate / 3 h / Ambient temperature

6: Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / Ambient temperature

With hydrogenchloride; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9716744