2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

Base Information

Chemical Name:2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol
CAS No.:127086-84-4
Molecular Formula:C₃₅H₄₇NO₆Si
Molecular Weight:605.847
Hs Code.:

Synonyms:2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

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Chemical Property of 2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

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Technology Process of 2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

There total 7 articles about 2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol 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: 90.0%

: 41997-33-5
iso-propyl 4-hydroxyphenylacetate

: 127086-83-3
(1S,2S)-2-(N-carbobenzyloxy-N-methylamino)-3-phenyl-3-hydroxy-1-(tert-butyldimethylsilyl)propanol

: 127086-84-4
2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/ja00175a039

Reference yield:

: 156-38-7
4-hydroxyphenylacetate

: 127086-84-4
2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / conc. H₂SO₄ / Heating

2: 90 percent / diethylazodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

With sulfuric acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1021/ja00175a039

Reference yield:

: 28143-91-1
(1S,2S)-2-amino-1-phenyl-1,3-diol

: 127086-84-4
2(S)-(N-carbobenzyloxy-N-methylamino)-3(R)-phenyl-3-<4-<(isopropoxycarbonyl)methyl>phenoxy>-1-(tert-butyldimethylsilyl)propanol

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaHCO₃ / H₂O / Ambient temperature

2: TsOH, 4A sieves / acetone / Ambient temperature

3: 1.) NaH / 1.) DMF, 20 min

4: TsOH / methanol / 1.) 0 deg C, 1 h, 2.) RT, 3 h

5: 6.22 g / DMAP, triethylamine / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 1 h

6: 90 percent / diethylazodicarboxylate, PPh₃ / tetrahydrofuran / Ambient temperature

With dmap; 4 A molecular sieve; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/ja00175a039