(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester
CAS No.:194041-92-4
Molecular Formula:C₆₀H₇₇Cl₃N₂O₁₀Si₂
Molecular Weight:1148.81
Hs Code.:

(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

Synonyms:(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 1 articles about (4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-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: 99.0%

: 177957-70-9
{3-Benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

: 193893-07-1
(4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

: 194041-92-4
(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; paraffin; 1.) -78 deg C -> room temperature, 4 h, 2.) room temperature, 2 h;
DOI:10.1016/S0040-4020(97)00652-2

Reference yield:

: 194041-92-4
(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

: 194042-17-6
[(2S,3S)-3-Amino-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl]-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid allyl ester

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; water; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00652-2

Reference yield:

: 194041-92-4
(4S,5S)-5-[(Allyloxycarbonyl-{3-benzyloxy-5-benzyloxymethoxymethyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-amino)-methyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

: 194042-03-0
(1aR,8S,9S,9aR)-7-Benzyloxy-5-benzyloxymethoxymethyl-9-hydroxy-8-hydroxymethyl-1-(toluene-4-sulfonyl)-1,1a,2,8,9,9a-hexahydro-1,3-diaza-benzo[a]cyclopropa[e]cyclooctene-3-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 21.2 g / Zn, AcOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: Et₃N / dimethylformamide / 4 h / Ambient temperature

3: 92 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

4: 94 percent / NaH, imidazole / paraffin; tetrahydrofuran / Heating

5: 98 percent / (HF)n*Py / 0.67 h / -10 °C

6: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

7: 1.) LiN(TMS)2, 2.) NaBH₄ / 1.) THF, -78 deg C -> -5 deg C, 3 h, 2.) H₂O, 0 deg C, 20 min

8: 80 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

9: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

10: 94 percent / (HF)n*Py / Ambient temperature

11: 63 percent / DBU / tetrahydrofuran / Ambient temperature

12: 88 percent / NaBH₄ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With 1H-imidazole; dmap; sodium tetrahydroborate; (HF)n*Py; sodium hydride; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/S0040-4020(97)00652-2