{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester
CAS No.:162538-15-0
Molecular Formula:C₄₀H₄₉N₃O₇
Molecular Weight:683.845
Hs Code.:

{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

Synonyms:{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

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Chemical Property of {(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

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Technology Process of {(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

There total 12 articles about {(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl 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:

: 86827-18-1,92455-53-3,16677-29-5
N-benzyloxycarbonyl-O-benzyl-L-tyrosine

: 162538-15-0
{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: HCl / dioxane / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: KOH / ethanol / 1.5 h / Ambient temperature

6: lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium perchlorate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jm00038a005

Reference yield:

: 162536-42-7
(1S,2R)-(3-amino-1-benzyl-2-hydroxy-propyl)-carbamic acid tert butyl ester

: 162541-31-3
[(S)-2-(4-Benzyloxy-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid benzyl ester

: 162538-15-0
{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

Guidance literature:: With lithium perchlorate; In acetonitrile; at 30 - 40 ℃; for 32h;
DOI:10.1021/jm00038a005

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 162538-15-0
{(1S,2R)-1-Benzyl-3-[(2R,3S)-3-benzyloxycarbonylamino-4-(4-benzyloxy-phenyl)-2-hydroxy-butylamino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

6: 63 percent / aq. NH₄OH, NH₃ / ethanol / a) 0 deg C, 1 h, b) RT, overnight

7: lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; sodium tetrahydroborate; lithium perchlorate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jm00038a005