(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester
CAS No.:499239-00-8
Molecular Formula:C₂₉H₃₆NO₆PS
Molecular Weight:557.648
Hs Code.:

Synonyms:(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

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Chemical Property of (S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

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Technology Process of (S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

There total 6 articles about (S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl 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: 83.0%

: 79-20-9
acetic acid methyl ester

: 499238-99-2
(4-{[(Z)-(R)-2-Methyl-propane-2-sulfinylimino]-methyl}-benzyl)-phosphonic acid dibenzyl ester

: 499239-00-8
(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

Guidance literature:: acetic acid methyl ester; With n-butyllithium; In tetrahydrofuran;

(4-{[(Z)-(R)-2-Methyl-propane-2-sulfinylimino]-methyl}-benzyl)-phosphonic acid dibenzyl ester; With triisopropoxytitanium(IV) chloride; In tetrahydrofuran;
DOI:10.1016/S0960-894X(02)00783-7

Reference yield:

: 17176-77-1
Dibenzyl phosphite

: 499239-00-8
(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / -78 °C

1.2: tetra-n-butylammonium iodide / -78 - 20 °C

2.1: aq. OsO₄; NMO / tetrahydrofuran

3.1: aq. NaIO₄ / tetrahydrofuran

4.1: 79 percent / Ti(OiPr)4 / Heating

5.1: n-BuLi / tetrahydrofuran

5.2: 83 percent / ClTi(OiPr)3 / tetrahydrofuran

With titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; In tetrahydrofuran;
DOI:10.1016/S0960-894X(02)00783-7

Reference yield:

: 1592-20-7,29296-32-0
4-Vinylbenzyl chloride

: 499239-00-8
(S)-3-[4-(Bis-benzyloxy-phosphorylmethyl)-phenyl]-3-((R)-2-methyl-propane-2-sulfinylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / -78 °C

1.2: tetra-n-butylammonium iodide / -78 - 20 °C

2.1: aq. OsO₄; NMO / tetrahydrofuran

3.1: aq. NaIO₄ / tetrahydrofuran

4.1: 79 percent / Ti(OiPr)4 / Heating

5.1: n-BuLi / tetrahydrofuran

5.2: 83 percent / ClTi(OiPr)3 / tetrahydrofuran

With titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; In tetrahydrofuran;
DOI:10.1016/S0960-894X(02)00783-7