(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester
CAS No.:182201-50-9
Molecular Formula:C₃₀H₃₃NO₉
Molecular Weight:551.593
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

There total 10 articles about (S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-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: 97.0%

: (Z)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-acrylic acid 2,2-dimethoxy-ethyl ester

: 182201-50-9
(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

Guidance literature:: With Rh<(COD)-(R,R)-DIPAMP>(+)*BF4(-); hydrogen; at 23 ℃; for 16h; under 2280 Torr;
DOI:10.1021/ja962480t

Reference yield:

: 100-39-0
benzyl bromide

: 182201-50-9
(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 5 min, 2.) DMF, 23 deg C, 40 min

2: 99 percent / piperidine, acetic acid / benzene / 18 h / 23 °C

3: 94 percent / Et₃N, HCOOH, Pd(PPh₃)4 / 4 h / 23 °C

4: (PhO)2P(O)N₃, Et₃N, 4 Angstroem molecular sieves / toluene / 2 h / 70 °C

5: 1 h / 23 °C

6: 97 percent / H₂, Rh<(COD)-(R,R)-DIPAMP>(+)*BF₄(-) / 16 h / 23 °C / 2280 Torr

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; Rh<(COD)-(R,R)-DIPAMP>(+)*BF4(-); 4 A molecular sieve; diphenyl phosphoryl azide; hydrogen; sodium hydride; acetic acid; triethylamine; In toluene; benzene;
DOI:10.1021/ja962480t

Reference yield:

: 111726-43-3
3,4-(methylenedioxy)phenyl methoxymethyl ether

: 182201-50-9
(S)-2-Benzyloxycarbonylamino-3-(6-benzyloxy-7-methyl-benzo[1,3]dioxol-5-yl)-propionic acid 2,2-dimethoxy-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) BuLi, tetramethylethylene diamine / 1.) hexane, 0 deg C, 4 h, 2.) hexane, from -78 deg C to 23 deg C, 15 min

2: 1.) BuLi / 1.) THF, -30 deg C, 13 h

3: CH₃SO₃H / CH₂Cl₂ / 0 °C

4: 1.) NaH / 1.) DMF, 0 deg C, 5 min, 2.) DMF, 23 deg C, 40 min

5: 99 percent / piperidine, acetic acid / benzene / 18 h / 23 °C

6: 94 percent / Et₃N, HCOOH, Pd(PPh₃)4 / 4 h / 23 °C

7: (PhO)2P(O)N₃, Et₃N, 4 Angstroem molecular sieves / toluene / 2 h / 70 °C

8: 1 h / 23 °C

9: 97 percent / H₂, Rh<(COD)-(R,R)-DIPAMP>(+)*BF₄(-) / 16 h / 23 °C / 2280 Torr

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; formic acid; methanesulfonic acid; N,N,N,N,-tetramethylethylenediamine; Rh<(COD)-(R,R)-DIPAMP>(+)*BF4(-); 4 A molecular sieve; diphenyl phosphoryl azide; hydrogen; sodium hydride; acetic acid; triethylamine; In dichloromethane; toluene; benzene;
DOI:10.1021/ja962480t