[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

Base Information

Chemical Name:[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester
CAS No.:215300-57-5
Molecular Formula:C₁₈H₂₂N₂O₄
Molecular Weight:330.384
Hs Code.:

Synonyms:[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

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Chemical Property of [(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

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Technology Process of [(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

There total 12 articles about [(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl 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:

: 247197-55-3
(S)-3-(4-benzoxy-2-nitrophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

: 215300-57-5
[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; copper diacetate; Yield given;
DOI:10.1016/S0040-4039(98)01598-6

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 215300-57-5
[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

2: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

3: H₂ / Pd/C / ethyl acetate / 22800 Torr

4: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

5: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

6: 78 percent / pyridine / 8 h / 20 °C

7: 61 percent

8: 90 percent / K₂CO₃ / dimethylformamide / 2 h / 50 °C

9: Cu(OAc)2; NaBH₄ / methanol / 0.5 h / 0 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; sodium tetrahydroborate; lithium borohydride; copper diacetate; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; 1: NH2-protection / 2: Nitration / 3: Reduction / 4: Acetylation / 5: Reduction / 6: Acetylation / 8: Substitution / 9: Reduction;
DOI:10.1021/jo990605h

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 215300-57-5
[(S)-2-(2-Amino-4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: SOCl₂ / Heating

2: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

3: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

4: H₂ / Pd/C / ethyl acetate / 22800 Torr

5: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

6: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

7: 78 percent / pyridine / 8 h / 20 °C

8: 61 percent

9: 90 percent / K₂CO₃ / dimethylformamide / 2 h / 50 °C

10: Cu(OAc)2; NaBH₄ / methanol / 0.5 h / 0 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; sodium tetrahydroborate; lithium borohydride; thionyl chloride; copper diacetate; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; 1: Esterification / 2: NH2-protection / 3: Nitration / 4: Reduction / 5: Acetylation / 6: Reduction / 7: Acetylation / 9: Substitution / 10: Reduction;
DOI:10.1021/jo990605h