(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

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Chemical Name:(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one
CAS No.:850532-85-3
Molecular Formula:C₃₁H₄₇NO₇Si
Molecular Weight:573.802
Hs Code.:

Synonyms:(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

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Chemical Property of (3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

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Technology Process of (3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

There total 3 articles about (3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one 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: 90.0%

: 125654-82-2
(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionaldehyde

: 381670-82-2
(5R,6R)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

: 850532-85-3
(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

Guidance literature:: (5R,6R)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionaldehyde; In tetrahydrofuran;
DOI:10.1055/s-2005-862361

Reference yield:

: 239437-14-0
N,N-dibenzyl-O-tert-butyldimethylsilyl serinol

: 850532-85-3
(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 °C

2.1: LHMDS / tetrahydrofuran / -78 °C

2.2: 90 percent / tetrahydrofuran

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1055/s-2005-862361

Reference yield:

: 352530-50-8
methyl (S)-3-(tert-butyldimethylsilyloxy)-2-(dibenzylamino)propanoate

: 850532-85-3
(3S,5R,6R)-3-[(1S,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-1-hydroxy-propyl]-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / LiBH₄ / methanol; diethyl ether / 0 - 20 °C

2.1: 97 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 °C

3.1: LHMDS / tetrahydrofuran / -78 °C

3.2: 90 percent / tetrahydrofuran

With lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Swern oxidation;
DOI:10.1055/s-2005-862361