(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

Base Information

Chemical Name:(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol
CAS No.:164217-31-6
Molecular Formula:C₂₁H₃₃NO₆
Molecular Weight:395.496
Hs Code.:

Synonyms:(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

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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-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

Chemical Property:

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Technology Process of (2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

There total 7 articles about (2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol 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%

: 160140-31-8
(2S,3S)-2-benzyloxy-1-(t-butoxycarbonylamino)-4-(4-methoxybenzyloxy)-3-(2-tetrahydropyranyloxy)butane

: 164217-31-6
(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 25 ℃; for 0.5h;
DOI:10.1246/bcsj.67.3057

Reference yield:

: 160140-29-4
(2S,3S)-1,2-epoxy-4-(4-methoxybenzyloxy)-3-(2-tetrahydropyranyloxy)butane

: 164217-31-6
(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

Guidance literature:: Multi-step reaction with 5 steps

1: NH₄Cl, NaN₃ / methanol; H₂O / 2 h / 75 °C

2: NaH / dimethylformamide / 1 h / 25 °C

3: 1.) triphenylphosphine, 2.) H₂O / 1.) THF, 50 deg C, 2 h, 2.) THF, 50 deg C, 2 h

4: NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 25 °C

5: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.5 h / 25 °C

With sodium azide; water; sodium hydride; sodium hydrogencarbonate; ammonium chloride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.67.3057

Reference yield:

: 160140-30-7
(2S,3S)-1-Azido-4-(4-methoxy-benzyloxy)-3-(tetrahydro-pyran-2-yloxy)-butan-2-ol

: 164217-31-6
(2S,3S)-3-benzyloxy-4-(t-butoxycarbonylamino)-2-(2-tetrahydropyranyloxy)-1-butanol

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 1 h / 25 °C

2: 1.) triphenylphosphine, 2.) H₂O / 1.) THF, 50 deg C, 2 h, 2.) THF, 50 deg C, 2 h

3: NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 25 °C

4: 95 percent / DDQ / CH₂Cl₂; H₂O / 0.5 h / 25 °C

With water; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.67.3057