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

Base Information

Chemical Name:(2S,3S)-2-benzyloxy-1-(t-butoxycarbonylamino)-4-(4-methoxybenzyloxy)-3-(2-tetrahydropyranyloxy)butane
CAS No.:160140-31-8
Molecular Formula:C₂₉H₄₁NO₇
Molecular Weight:515.647
Hs Code.:

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

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Chemical Property of (2S,3S)-2-benzyloxy-1-(t-butoxycarbonylamino)-4-(4-methoxybenzyloxy)-3-(2-tetrahydropyranyloxy)butane

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

There total 10 articles about (2S,3S)-2-benzyloxy-1-(t-butoxycarbonylamino)-4-(4-methoxybenzyloxy)-3-(2-tetrahydropyranyloxy)butane 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:

: 24424-99-5
di-tert-butyl dicarbonate

: (2S,3S)-2-Benzyloxy-4-(4-methoxy-benzyloxy)-3-(tetrahydro-pyran-2-yloxy)-butylamine

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

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(00)76839-0

Reference yield:

: 160140-28-3
(2S,3S)-3,4-epoxy-1-(4-methoxybenzyloxy)-2-butanol

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

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / dl-10-camphorosulfonic acid / CH₂Cl₂ / 0.5 h / 25 °C

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

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

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

5: NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 25 °C

With sodium azide; DL-10-camphorsulfonic acid; water; sodium hydride; sodium hydrogencarbonate; ammonium chloride; triphenylphosphine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.67.3057

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With sodium azide; water; sodium hydride; sodium hydrogencarbonate; ammonium chloride; triphenylphosphine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.67.3057