tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

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Chemical Name:tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester
CAS No.:208767-17-3
Molecular Formula:C₃₅H₄₅NO₆Si
Molecular Weight:603.831
Hs Code.:

Synonyms:tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

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Chemical Property of tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

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Technology Process of tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

There total 5 articles about tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl 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%

: 4530-20-5
BOC-glycine

: 208767-16-2
(E)-(S)-5-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-pent-3-en-2-ol

: 208767-17-3
tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide;
DOI:10.1016/S0040-4039(97)10855-3

Reference yield:

: 79060-23-4
(2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

: 208767-17-3
tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH (60percent in oil) / 1) DMF, -60 deg C, 2) DMF, -30 to 20 deg C then RT, overnight

2: 94 percent / TFA, H₂O / methanol / 15 h

3: 86 percent / DMAP / CH₂Cl₂ / 12 h

4: 99 percent / DCC, DMAP / CH₂Cl₂ / -20 deg C to RT

With dmap; water; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1002/(sici)1099-0690(199806)1998:6<1155::aid-ejoc1155>3.0.co;2-g

Reference yield:

: 100-39-0
benzyl bromide

: 208767-17-3
tert-Butoxycarbonylamino-acetic acid (E)-(S)-4-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH (60percent in oil) / 1) DMF, -60 deg C, 2) DMF, -30 to 20 deg C then RT, overnight

2: 94 percent / TFA, H₂O / methanol / 15 h

3: 86 percent / DMAP / CH₂Cl₂ / 12 h

4: 99 percent / DCC, DMAP / CH₂Cl₂ / -20 deg C to RT

With dmap; water; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1002/(sici)1099-0690(199806)1998:6<1155::aid-ejoc1155>3.0.co;2-g