2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

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Chemical Name:2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran
CAS No.:127896-81-5
Molecular Formula:C₃₃H₃₉NO₆Si
Molecular Weight:573.761
Hs Code.:

Synonyms:2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

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Chemical Property of 2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

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Technology Process of 2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

There total 7 articles about 2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran 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%

: 108-24-7
acetic anhydride

: 127896-79-1
[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-hydroxy-3,4-dihydro-2H-pyran-2-yl)-ethyl]-carbamic acid benzyl ester

: 127896-81-5
2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4039(01)93434-3

Reference yield:

: 122051-27-8
N-(Benzyloxycarbonyl)-O-(tert-butyldiphenylsilyl)-L-serinal

: 127896-81-5
2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1. ZnBr₂, 2. trifluoroacetic acid (TFA) / 1. THF, r.t., overnight; 2. CH₂Cl₂, 5 min

2: 100 percent / CeCl₃*7H₂O, NaBH₄ / ethanol; methanol / 1 h / -78 °C

3: Et₃N, DMAP / CH₂Cl₂ / 0.08 h

With dmap; sodium tetrahydroborate; cerium(III) chloride; triethylamine; trifluoroacetic acid; zinc dibromide; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00026a031

Reference yield:

: 127896-80-4
2(S)-<1'(S)-((Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-2,3-dihydro-4H-pyran-4-one

: 127896-81-5
2(S)-<1'(S)-(Benzyloxycarbonyl)amino)-2'-((tert-butyldiphenylsilyl)oxy)ethyl>-4(R)-acetoxy-2,3-dihydro-4H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CeCl₃*7H₂O, NaBH₄ / ethanol; methanol / 1 h / -78 °C

2: Et₃N, DMAP / CH₂Cl₂ / 0.08 h

With dmap; sodium tetrahydroborate; cerium(III) chloride; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00026a031