[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester
CAS No.:177957-92-5
Molecular Formula:C₃₁H₃₈Cl₃NO₆Si
Molecular Weight:655.09
Hs Code.:

Synonyms:[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of [(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

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Technology Process of [(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

There total 11 articles about [(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester 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: 98.0%

: (2S,3R)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-butan-2-ol

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 177957-92-5
[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With sodium hydrogencarbonate; Ambient temperature;
DOI:10.1016/0040-4039(96)00594-1

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 177957-92-5
[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature

2: L-(+)-DET, Ti(O-i-Pr)4, TBHP, molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 70 h / -20 °C

3: 55 percent / NaN₃, NH₄Cl / ethanol / 17 h / Heating

4: 91 percent / Et₃N, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

5: Ph₃P / tetrahydrofuran; H₂O / 17 h / Ambient temperature

6: aq. NaHCO₃ / 0.5 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium azide; molecular sieve; diethyl (2R,3R)-tartrate; sodium hydride; sodium hydrogencarbonate; ammonium chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; 2,2,4-trimethylpentane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/S0040-4020(97)00651-0

Reference yield:

: 177957-84-5
(2S,3S)-3-(O-benzyl)-4-[O-(p-methoxy)benzyl]-1,2,3,4-butanetetraol-1,2-di-O-acetonide

: 177957-92-5
[(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / H₂ / Raney Ni / ethanol / 1 h / 760 Torr / Ambient temperature

2: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: 97 percent / aq. HCl / methanol / 0.5 h / Ambient temperature

4: 88 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

5: 55 percent / NaN₃, NH₄Cl / ethanol / 17 h / Heating

6: 91 percent / Et₃N, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

7: Ph₃P / tetrahydrofuran; H₂O / 17 h / Ambient temperature

8: aq. NaHCO₃ / 0.5 h / Ambient temperature

With hydrogenchloride; dmap; sodium azide; hydrogen; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; triethylamine; triphenylphosphine; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(97)00651-0