{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:135144-52-4
Molecular Formula:C₄₁H₅₆N₂O₅Si
Molecular Weight:684.992
Hs Code.:

{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of {(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of {(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 7 articles about {(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl 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:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 135144-52-4
{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / CF₃SO₃H / pentane; CH₂Cl₂

2: lithium aluminum hydride (LAH) / diethyl ether / 0 °C

3: Ph₃P, NBS / CH₂Cl₂ / 0 °C

4: 1. Mg

5: 1. potassium hexamethyldisilazide (KHMDS) / 1. -78 deg C to 0 deg C, 2. -78 deg C

6: silica gel, oxalic acid / CH₂Cl₂

7: diethyl cyanophosphonate (DEPC), TEA

With N-Bromosuccinimide; lithium aluminium tetrahydride; diethyl cyanophosphonate; TEA; oxalic acid; silica gel; potassium hexamethylsilazane; magnesium; triphenylphosphine; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; pentane;
DOI:10.1021/jo00016a004

Reference yield:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 135144-52-4
{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Ph₃P, NBS / CH₂Cl₂ / 0 °C

2: 1. Mg

3: 1. potassium hexamethyldisilazide (KHMDS) / 1. -78 deg C to 0 deg C, 2. -78 deg C

4: silica gel, oxalic acid / CH₂Cl₂

5: diethyl cyanophosphonate (DEPC), TEA

With N-Bromosuccinimide; diethyl cyanophosphonate; TEA; oxalic acid; silica gel; potassium hexamethylsilazane; magnesium; triphenylphosphine; In dichloromethane;
DOI:10.1021/jo00016a004

Reference yield:

: 63930-47-2
(2R)-3-bromo-2-[(methylpropyloxy)methyl]benzene

: 135144-52-4
{(S)-1-[(Z)-(1R,4S)-5-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,4-dimethyl-pent-2-enylcarbamoyl]-3-methyl-butyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1. Mg

2: 1. potassium hexamethyldisilazide (KHMDS) / 1. -78 deg C to 0 deg C, 2. -78 deg C

3: silica gel, oxalic acid / CH₂Cl₂

4: diethyl cyanophosphonate (DEPC), TEA

With diethyl cyanophosphonate; TEA; oxalic acid; silica gel; potassium hexamethylsilazane; magnesium; In dichloromethane;
DOI:10.1021/jo00016a004